{"id":40152,"date":"2021-09-27T08:00:08","date_gmt":"2021-09-27T00:00:08","guid":{"rendered":"\/\/www.gsbet888.com\/?p=40152"},"modified":"2021-10-06T12:25:49","modified_gmt":"2021-10-06T04:25:49","slug":"org-lett-%ef%bc%9a-%e9%92%af%e5%82%ac%e5%8c%96%e7%9a%84%e9%9d%9e%e6%b4%bb%e5%8c%96csp3-h%e9%94%ae%e4%b8%8ecsp2-h%e9%94%ae%e4%b9%8b%e9%97%b4%e7%9a%84%e5%88%86%e5%ad%90%e5%86%85%e4%ba%a4%e5%8f%89","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/%e5%8c%96%e5%ad%a6%e6%9d%82%e8%ae%b0\/recentpaper\/2021\/09\/org-lett-%ef%bc%9a-%e9%92%af%e5%82%ac%e5%8c%96%e7%9a%84%e9%9d%9e%e6%b4%bb%e5%8c%96csp3-h%e9%94%ae%e4%b8%8ecsp2-h%e9%94%ae%e4%b9%8b%e9%97%b4%e7%9a%84%e5%88%86%e5%ad%90%e5%86%85%e4%ba%a4%e5%8f%89.html","title":{"rendered":"Org. Lett.\uff1a \u94af\u50ac\u5316\u7684\u975e\u6d3b\u5316C(sp3)-H\u952e\u4e0eC(sp2)-H\u952e\u4e4b\u95f4\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u53cd\u5e94"},"content":{"rendered":"

\u672c\u6587\u4f5c\u8005\uff1a\u6749\u6749<\/strong><\/p>\n

\u5bfc\u8bfb<\/h4>\n

C-H\/C-H\u952e\u7684\u76f4\u63a5\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\u4e3a\u6784\u5efaC-C\u952e\u7684\u4e00\u79cd\u5341\u5206\u9ad8\u6548\u7684\u5408\u6210\u8bbe\u8ba1\u7b56\u7565\u3002\u7136\u800c\uff0c\u5b9e\u73b0\u975e\u6d3b\u5316\u7684C(sp3<\/sup>)-H\u4ee5\u53caC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\u5219\u9762\u4e34\u5de8\u5927\u6311\u6218\u3002\u8fd1\u65e5\uff0c\u540c\u6d4e\u5927\u5b66\u7684\u5f20\u626c\u4f1a\u6559\u6388\u8bfe\u9898\u7ec4\u5728Org. Lett.<\/em>\u4e2d\u53d1\u8868\u8bba\u6587\uff0c\u62a5\u9053\u4e00\u79cd\u91c7\u7528\u94af\u50ac\u5316\u5242\u4fc3\u8fdb\u7684\u975e\u6d3b\u5316C(sp3<\/sup>)-H\u4e0eC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\uff0c\u8fdb\u800c\u6210\u529f\u5b8c\u6210\u4e00\u7cfb\u5217\u4e8c\u6c22\u82ef\u5e76\u544b\u5583\u4e0e\u831a\u6ee1\u5206\u5b50\u7684\u6784\u5efa\u3002\u540c\u65f6\uff0c\u53cd\u5e94\u8fc7\u7a0b\u4e2d\u6d89\u53caO<\/i><\/em>-\u7532\u57fa\u809f\u5bfc\u5411\u7684\u82b3\u57faC(sp2<\/sup>)-H\u952e\u6d3b\u5316\u4ee5\u53ca\u70f7\u57faC(sp3<\/sup>)-H\u952e\u7684\u65ad\u88c2\uff0c\u8fdb\u800c\u5f62\u6210\u8f83\u4e3a\u5173\u952e\u7684C(sp2<\/sup>),C(sp3<\/sup>)-\u73af\u94af\u4e2d\u95f4\u4f53\u3002<\/p>\n

Palladium-Catalyzed Intramolecular Cross-Coupling of Unactivated C(sp3)-H and C(sp2)-H Bonds
\nZ. Wu, Z. Wu, X. Sun, W. Qi, Z. Zhang, Y. Zhang, Org. Lett. ASAP. doi: 10.1021\/acs.orglett.1c02567<\/u><\/a>.<\/u><\/p><\/blockquote>\n

\"\"<\/a><\/p>\n

\u6b63\u6587<\/h4>\n

\u5728\u8fc7\u53bb\u7684\u51e0\u5341\u5e74\u4e2d\uff0c\u8fc7\u6e21\u91d1\u5c5e\u50ac\u5316\u7684C-H\u5b98\u80fd\u56e2\u5316\u53cd\u5e94\u65b9\u6cd5\u5b66\u4f5c\u4e3a\u6709\u673a\u5408\u6210\u5316\u5b66\u9886\u57df\u7684\u7814\u7a76\u70ed\u70b9\uff0c\u4e00\u76f4\u4ee5\u6765\u5907\u53d7\u5e7f\u6cdb\u5173\u6ce8\u3002\u4e0e\u4f20\u7edf\u7684\u4f9d\u8d56\u4e8e\u6709\u673a\u5206\u5b50\u4e2d\u53cd\u5e94\u6d3b\u6027\u5b98\u80fd\u56e2\u53c2\u4e0e\u7684\u5408\u6210\u8f6c\u5316\u7b56\u7565\u76f8\u6bd4\uff0c C-H\u952e\u7684\u76f4\u63a5\u5b98\u80fd\u56e2\u5316\u53cd\u5e94\u65b9\u6cd5\u5b66\u80fd\u591f\u901a\u8fc7\u6709\u673a\u5206\u5b50\u4e2d\u666e\u904d\u5b58\u5728\u7684C-H\u952e\uff0c\u8f83\u4e3a\u9ad8\u6548\u5730\u8bbe\u8ba1\u51fa\u4e00\u7cfb\u5217\u76f8\u5173\u7684\u53cd\u5e94\u7b56\u7565\uff0c\u8fdb\u800c\u6709\u6548\u5730\u907f\u514d\u76f8\u5173\u5e95\u7269\u7684\u9884\u5b98\u80fd\u56e2\u5316\u6b65\u9aa4\u3002\u56e0\u6b64\uff0c\u5177\u6709\u9ad8\u5ea6\u7684\u539f\u5b50\u4e0e\u6b65\u9aa4\u7ecf\u6d4e\u6027\u3002\u76ee\u524d\uff0c\u5df2\u7ecf\u6210\u529f\u5f00\u53d1\u51fa\u591a\u79cd\u901a\u8fc7C-H\u5b98\u80fd\u56e2\u5316\u7b56\u7565\u8fdb\u884c\u7684\u5408\u6210\u8f6c\u5316\u8fc7\u7a0b\uff0c\u5e76\u987a\u5229\u5b9e\u73b0\u4e00\u7cfb\u5217\u4e0d\u540c\u7c7b\u578b\u7684\u78b3-\u78b3\u4e0e\u78b3-\u6742\u539f\u5b50\u952e\u7684\u6784\u5efa\u3002\u7136\u800c\uff0c\u5728\u5df2\u6709\u7684C-H\u952e\u5b98\u80fd\u56e2\u5316\u53cd\u5e94\u7b56\u7565\u4e2d\uff0c\u901a\u5e38\u4ec5\u6d89\u53ca\u4e00\u79cdC-H\u952e\u4e0e\u4e00\u79cd\u9884\u5b98\u80fd\u56e2\u5316\u5e95\u7269\u4e4b\u95f4\u7684\u5076\u8054\u8fc7\u7a0b\u3002\u800c\u4e24\u79cdC-H\u952e\u4e4b\u95f4\u7684\u76f4\u63a5\u5076\u8054\u53cd\u5e94\uff0c\u5373\u4ea4\u53c9\u8131\u6c22\u5076\u8054\u53cd\u5e94 (cross dehydrogenative\u00a0coupling, CDC)\u65b9\u6cd5\u5b66\uff0c\u5219\u662f\u4e00\u79cd\u66f4\u4e3a\u884c\u4e4b\u6709\u6548\u7684\u5076\u8054\u7b56\u7565\u3002\u7136\u800c\uff0c\u5728CDC\u53cd\u5e94\u8fc7\u7a0b\u4e2d\uff0c\u5374\u9700\u8981\u540c\u65f6\u8fdb\u884c\u4e24\u79cd\u4e0d\u540c\u7c7b\u578bC-H\u952e\u7684\u6d3b\u5316\uff0c\u56e0\u6b64\uff0cCDC\u53cd\u5e94\u65b9\u6cd5\u5b66\u7684\u7814\u7a76\u5c06\u9762\u4e34\u66f4\u591a\u7684\u6311\u6218\u3002\u7136\u800c\uff0cCDC\u53cd\u5e94\u65b9\u6cd5\u5b66\u7684\u76f8\u5173\u7814\u7a76\uff0c\u76ee\u524d\u5df2\u7ecf\u53d6\u5f97\u8bf8\u591a\u8fdb\u5c55[1]<\/sup>\u3002\u5176\u4e2d\uff0c\u5728\u91c7\u7528\u8fc7\u6e21\u91d1\u5c5e\u50ac\u5316\u7684CDC\u53cd\u5e94\u65b9\u6cd5\u5b66\u7684\u6587\u732e\u62a5\u9053\u4e2d\uff0c\u901a\u5e38\u6d89\u53ca\u4e24\u79cd\u4e0d\u540cC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u5076\u8054\u8fc7\u7a0b[2]<\/sup>\u3002\u540c\u65f6\uff0c\u5408\u6210\u5316\u5b66\u5bb6\u5df2\u7ecf\u6210\u529f\u8bbe\u8ba1\u51faC(sp2<\/sup>)-H\/C(sp3<\/sup>)-H\u952e\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\u3002\u7136\u800c\uff0c\u5728\u5076\u8054\u8fc7\u7a0b\u4e2d\uff0c\u5374\u9700\u8981\u9009\u62e9\u6d3b\u5316\u7684C(sp3<\/sup>)-H\u952e[3]<\/sup>\u00a0<\/sub>(\u4e3b\u8981\u6d89\u53ca\u82c4\u57faC(sp3<\/sup>)-H\u952e)\u6216\u91c7\u7528\u6781\u4e3a\u8fc7\u91cf\u7684\u70f7\u57fa\u5e95\u7269[4]<\/sup>\u3002\u5e76\u4e14\uff0c\u53cd\u5e94\u8fc7\u7a0b\u4e2d\uff0cC(sp3<\/sup>)-H\u952e\u7684\u65ad\u88c2\u8fc7\u7a0b\u901a\u5e38\u6d89\u53ca\u81ea\u7531\u57fa\u673a\u7406\u3002\u4e4b\u540e\uff0c\u5408\u6210\u5316\u5b66\u5bb6\u8fdb\u4e00\u6b65\u8bbe\u8ba1\u51fa\u5404\u7c7b\u975e\u6d3b\u5316\u7684C(sp3<\/sup>)-H\u952e\u4e0e\u6d3b\u5316\u7684C(sp2<\/sup>)-H\u952e (\u4e3b\u8981\u6d89\u53ca\u6742\u82b3\u57faC(sp2<\/sup>)-H\u952e)\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66[5]<\/sup>\u3002\u7136\u800c\uff0c\u5bf9\u4e8e\u975e\u6d3b\u5316\u7684C(sp3<\/sup>)-H\u4e0eC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u8fc7\u7a0b\uff0c\u5219\u4ecd\u6709\u5f85\u8fdb\u4e00\u6b65\u7814\u7a76\u3002\u8fd1\u671f\uff0c\u5df2\u7ecf\u6709\u8bf8\u591a\u7814\u7a76\u56e2\u961f\u62a5\u9053\u4e00\u7cfb\u5217\u901a\u8fc7C(sp3<\/sup>)-H\u952e\u6d3b\u5316\u8fc7\u7a0b\u5f15\u53d1\u7684\u975e\u6d3b\u5316C(sp3<\/sup>)-H\u952e\u4e0eC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66[6]<\/sup>\u3002\u503c\u5f97\u6ce8\u610f\u7684\u662f\uff0cShi\u8bfe\u9898\u7ec4[7<\/sup>]<\/sup>\u5df2\u7ecf\u6210\u529f\u5f00\u53d1\u51fa\u4e00\u79cd\u8f83\u4e3a\u7b80\u6d01\u7684\u901a\u8fc7C(sp2<\/sup>)-H\u952e\u6d3b\u5316\u5f15\u53d1\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66 (Scheme 1)\u3002\u6b64\u5916\uff0cWang\u8bfe\u9898\u7ec4[8]<\/sup>\u62a5\u9053\u4e00\u79cdC(sp3<\/sup>)-H\/C(sp2<\/sup>)-H\u952e\u7684\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\uff0c\u5176\u53cd\u5e94\u8fc7\u7a0b\u4e2d\u6d89\u53ca\u5355\u7535\u5b50\u8f6c\u79fb\u673a\u7406\u3002<\/p>\n

\u800c\u5bf9\u4e8eC(sp2<\/sup>)-H\u4e0eC(sp3<\/sup>)-H\u952e\u4e4b\u95f4\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\u7814\u7a76\u7684\u4e3b\u8981\u6311\u6218\u4e4b\u4e00\u5219\u5728\u4e8eC(sp3<\/sup>)-H\u952e\u7684\u6d3b\u5316\u3002\u5e76\u4e14\uff0c\u4e0eC(sp2<\/sup>)-H\u952e\u5b98\u80fd\u56e2\u5316\u65b9\u6cd5\u5b66\u76f8\u6bd4\uff0c\u6d89\u53caC(sp3<\/sup>)-H\u952e\u5b98\u80fd\u56e2\u5316\u7684\u53cd\u5e94\u7b56\u7565\u4ecd\u6709\u5f85\u8fdb\u4e00\u6b65\u53d1\u5c55[<\/sup>9]<\/sup>\u3002\u56e0\u6b64\uff0c\u4e3a\u5b9e\u73b0C(sp2<\/sup>)-H\u952e\u4e0eC(sp3<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\uff0c\u9700\u8981\u8bbe\u8ba1\u4e00\u79cd\u66f4\u4e3a\u6709\u6548\u7684C(sp3<\/sup>)-H\u952e\u6d3b\u5316\u7b56\u7565\u3002\u5176\u4e2d\uff0c\u5df2\u6709\u5927\u91cf\u7684\u7814\u7a76\u8bc1\u5b9e\uff0c\u9009\u62e9\u53cc\u9f7f\u5bfc\u5411\u57fa\u56e2 (bidentate directing group)\uff0c\u80fd\u591f\u6781\u597d\u5730\u5b9e\u73b0\u60f0\u6027C(sp3<\/sup>)-H\u952e\u7684\u6d3b\u5316[<\/sup>10]<\/sup>\u3002\u5e76\u4e14\uff0c\u53cc\u9f7f\u5bfc\u5411\u57fa\u56e2\u901a\u5e38\u901a\u8fc7\u4e2d\u6027\u4ee5\u53ca\u9634\u79bb\u5b50\u914d\u4f4d\u70b9\u4e0e\u50ac\u5316\u5242\u7684\u8fc7\u6e21\u91d1\u5c5e\u4e2d\u5fc3\u8fdb\u884c\u914d\u4f4d\u3002\u540c\u65f6\uff0c\u5728\u5bfc\u5411\u57fa\u56e2\u7684\u5b58\u5728\u4e0b\uff0c\u82b3\u57faC(sp2<\/sup>)-H\u952e\u80fd\u591f\u8f83\u4e3a\u5bb9\u6613\u5730\u53d7\u5230\u8fc7\u6e21\u91d1\u5c5e\u8bd5\u5242\u7684\u6d3b\u5316\u3002\u7531\u6b64\uff0c\u4f5c\u8005\u8fdb\u4e00\u6b65\u8bbe\u60f3\uff0c\u540c\u6837\u80fd\u591f\u9009\u62e9\u4e2d\u6027\u5355\u9f7f\u5bfc\u5411\u57fa\u56e2 (neutral\u00a0monodentate directing group)\uff0c\u8fdb\u800c\u5b9e\u73b0\u8fc7\u6e21\u91d1\u5c5e\u50ac\u5316\u7684\u82b3\u57faC-H \u952e\u6d3b\u5316\u3002\u5176\u4e2d\uff0c\u901a\u8fc7\u4e2d\u6027\u539f\u5b50\u4ee5\u53ca\u78b3\u8d1f\u79bb\u5b50\u4f4d\u70b9\u4e0e\u8fc7\u6e21\u91d1\u5c5e\u4e2d\u5fc3\u7684\u914d\u4f4d\uff0c\u5f62\u6210\u76f8\u5e94\u7684\u73af\u91d1\u5c5e\u914d\u5408\u7269 (metallacycle)\uff0c\u8fdb\u800c\u6709\u6548\u5730\u5b9e\u73b0\u60f0\u6027C(sp3<\/sup>)-H\u952e\u7684\u6d3b\u5316\u3002\u800c\u4e14\uff0c\u901a\u8fc7\u8fde\u7eed\u7684C-H\u952e\u6d3b\u5316\u8fc7\u7a0b\uff0c\u5c06\u8fdb\u4e00\u6b65\u5f62\u6210C(sp2<\/sup>),C(sp3<\/sup>)-\u73af\u94af\u914d\u5408\u7269[<\/sup>11]<\/sup>\uff0c\u5e76\u7ecf\u5386\u540e\u7eed\u7684\u8fd8\u539f\u73af\u5316\u6b65\u9aa4\uff0c\u5f62\u6210C(sp2<\/sup>)-C(sp3<\/sup>)\u952e\uff0c\u5e76\u6700\u7ec8\u5b9e\u73b0C(sp2<\/sup>)-H\u4e0eC(sp3<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\u3002<\/p>\n

\u53d7\u5230\u4e0a\u8ff0\u7814\u7a76\u62a5\u9053\u4e0e\u672c\u8bfe\u9898\u7ec4\u957f\u671f\u4ee5\u6765\u5bf9\u4e8eC,C-\u73af\u94af\u5316\u5b66 (C,C-palladacycle\u00a0chemistry)\u7684\u7814\u7a76[12]<\/sup>\u4ee5\u53ca\u901a\u8fc7C,C-\u73af\u94af\u914d\u5408\u7269\u8fdb\u884c\u7684\u53cc\u91cdC-H\u952e\u6d3b\u5316\u7b56\u7565\u7814\u7a76\u7684\u542f\u53d1\uff0c\u8fd9\u91cc\uff0c\u540c\u6d4e\u5927\u5b66\u7684\u5f20\u626c\u4f1a\u6559\u6388\u8bfe\u9898\u7ec4\u62a5\u9053\u4e00\u79cd\u91c7\u7528\u4e2d\u6027\u5bfc\u5411\u57fa\u56e2\u534f\u52a9\uff0c\u5e76\u9009\u62e9\u94af\u50ac\u5316\u5242\u4fc3\u8fdb\u7684\u975e\u6d3b\u5316C(sp3<\/sup>)-H\u4e0eC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\uff0c\u8fd9\u4e00\u5168\u65b0\u7684\u4ea4\u53c9\u5076\u8054\u7b56\u7565\u901a\u8fc7C(sp2<\/sup>),C(sp3<\/sup>)-\u73af\u94af\u4e2d\u95f4\u4f53\u7684\u8fdb\u4e00\u6b65\u73af\u5316\u8fc7\u7a0b\uff0c\u6700\u7ec8\u6210\u529f\u5b8c\u6210\u4e00\u7cfb\u5217\u4e8c\u6c22\u82ef\u5e76\u544b\u5583\u4ee5\u53ca\u831a\u6ee1\u5316\u5408\u7269\u7684\u6784\u5efa\u3002<\/p>\n

\"\"<\/a><\/p>\n

\u9996\u5148\uff0c\u4f5c\u8005\u91c7\u75281a<\/strong>\u4f5c\u4e3a\u6a21\u578b\u5e95\u7269\uff0c\u8fdb\u884c\u76f8\u5173\u53cd\u5e94\u6761\u4ef6\u7684\u4f18\u5316\u7b5b\u9009 (Table 1)\u3002\u786e\u5b9a\u6700\u4f73\u7684\u53cd\u5e94\u6761\u4ef6\u4e3a\uff1a\u91c7\u7528Pd(OAc)2<\/sub>\u4f5c\u4e3a\u50ac\u5316\u5242\uff0c1,4-\u4e8c\u82ef\u918c(BQ)\u4f5c\u4e3a\u6dfb\u52a0\u5242\uff0cAgOAc\u4f5c\u4e3a\u6c27\u5316\u5242\uff0cLiOAc\u4f5c\u4e3a\u78b1\uff0c\u5728DCE\u6eb6\u5242\u4ee5\u53ca\u53cd\u5e94\u6e29\u5ea6\u4e3a120\u00a0o<\/sup>C\u7684\u6761\u4ef6\u4e0b\uff0c\u6700\u7ec8\u83b7\u5f9770%\u6536\u7387\u7684\u73af\u5316\u4ea7\u72692a<\/strong>\u3002<\/p>\n

\"\"<\/a><\/p>\n

\u5728\u4e0a\u8ff0\u7684\u6700\u4f73\u53cd\u5e94\u6761\u4ef6\u4e0b\uff0c\u4f5c\u8005\u5bf9\u5e95\u72691<\/strong>\u7684\u5e94\u7528\u8303\u56f4\u8fdb\u884c\u8003\u5bdf (Scheme 2)\u3002\u7814\u7a76\u8868\u660e\uff0c\u5e95\u72691<\/strong>\u82b3\u57fa\u4e2d\u5b58\u5728\u7684\u4e19\u57faC(sp3<\/sup>)-H\u952e\uff0c\u80fd\u591f\u6709\u6548\u5730\u53c2\u4e0e\u4e0a\u8ff0\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\uff0c\u5e76\u83b7\u5f9750%\u6536\u7387\u7684\u4e94\u5143\u73af\u4ea7\u72692b<\/strong>\u3002\u7136\u800c\uff0c\u5728\u5e95\u72691<\/strong>\u7684\u82b3\u57fa\u4e2d\u5b58\u5728\u6b63\u4e01\u57fa\u53d6\u4ee3\u65f6\uff0c\u5219\u672a\u80fd\u83b7\u5f97\u76f8\u5e94\u7684\u76ee\u6807\u4ea7\u72692c<\/strong>\uff0c\u8fdb\u800c\u8868\u660e\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u6761\u4ef6\u4e0e\u975e\u6d3b\u5316\u7684\u4e8c\u7ea7C(sp3<\/sup>)-H\u952e\u65e0\u6cd5\u826f\u597d\u5730\u8fdb\u884c\u517c\u5bb9\uff0c\u5e76\u4e14\uff0c\u540c\u6837\u65e0\u6cd5\u5f62\u6210\u76f8\u5e94\u7684\u516d\u5143\u73af\u4ea7\u7269\u3002\u4e4b\u540e\uff0c\u8be5\u5c0f\u7ec4\u53d1\u73b0\uff0c\u5e95\u72691<\/strong>\u4e2d\u7684R2<\/sup>\u57fa\u56e2\u4e3a\u916f\u57fa\u65f6\uff0c\u540c\u6837\u80fd\u591f\u4e0e\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u4f53\u7cfb\u8f83\u597d\u5730\u517c\u5bb9\uff0c\u5e76\u83b7\u5f9778%\u6536\u7387\u7684\u5076\u8054\u4ea7\u72692d<\/strong>\u3002\u540c\u65f6\uff0c\u5b9e\u9a8c\u89c2\u5bdf\u5230\uff0c\u4e0a\u8ff0\u7684\u6700\u4f73\u53cd\u5e94\u6761\u4ef6\u5bf9\u4e8e\u5e95\u7269\u4e2d\u5b58\u5728\u7684\u82c4\u4f4d\u7532\u57faC(sp3<\/sup>)-H\u952e\uff0c\u540c\u6837\u8868\u73b0\u51fa\u4f18\u826f\u7684\u53cd\u5e94\u6d3b\u6027\uff0c\u5e76\u4ee592%\u7684\u53cd\u5e94\u6536\u7387\uff0c\u83b7\u5f97\u76f8\u5e94\u7684\u82b4\u73af\u4ea7\u72692e<\/strong>\u3002\u800c\u5bf9\u4e8e\u5e95\u72691f<\/strong>\uff0c\u53cd\u5e94\u8fc7\u7a0b\u5219\u80fd\u591f\u9009\u62e9\u6027\u5730\u5728\u4e8c\u7ea7\u82c4\u57faC(sp3<\/sup>)-H\u952e\u4f4d\u7f6e\u8fdb\u884c\uff0c\u5e76\u83b7\u5f97\u76f8\u5e94\u5076\u8054\u4ea7\u72692f<\/strong>\u3002\u63a5\u4e0b\u6765\uff0c\u4f5c\u8005\u89c2\u5bdf\u5230\uff0c\u5e95\u72691<\/strong>\u4e2d\u7684R1<\/sup>\u57fa\u56e2\u4e3a\u7532\u57fa\u4e0e\u4e59\u57fa\u65f6\uff0c\u7531\u4e8e\u4e8c\u7ea7\u70f7\u57fa\u53d6\u4ee3\u57fa\u7684\u5b58\u5728\uff0c\u81f4\u4f7f\u82b3\u57faC-H\u952e\u7684\u7acb\u4f53\u4f4d\u963b\u589e\u52a0\uff0c\u8fdb\u800c\u8868\u73b0\u51fa\u8f83\u4f4e\u7684\u53cd\u5e94\u6d3b\u6027\uff0c\u5e76\u5206\u522b\u83b7\u5f97\u4e2d\u7b49\u6536\u7387\u7684\u4ea4\u53c9\u5076\u8054\u4ea7\u72692g<\/strong>\u4e0e2h<\/strong>\u3002<\/p>\n

\"\"<\/a><\/p>\n

\u63a5\u4e0b\u6765\uff0c\u4f5c\u8005\u5bf9\u5e95\u72693<\/strong>\u7684\u5e94\u7528\u8303\u56f4\u8fdb\u884c\u8003\u5bdf (Scheme 3)\u3002\u7814\u7a76\u8868\u660e\uff0c\u5728\u5e95\u72693<\/strong>\u7684\u82b3\u57fa\u4e2d\u5177\u6709\u70f7\u6c27\u57fa\u5b98\u80fd\u56e2\uff0c\u4f8b\u5982\u5f02\u4e19\u6c27\u57fa\u3001\u5f02\u4e01\u6c27\u57fa\u3001\u53d4\u4e01\u6c27\u57fa\u4ee5\u53ca\u4e59\u6c27\u57fa\u952e\u5408\u65f6\uff0c\u5747\u80fd\u591f\u826f\u597d\u5730\u4e0e\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u4f53\u7cfb\u517c\u5bb9\uff0c\u5e76\u83b7\u5f97\u76f8\u5e94\u5076\u8054\u4ea7\u72694a<\/strong>–4d<\/strong>\u3002\u800c\u5bf9\u4e8e\u5e95\u72693e<\/strong>\uff0c\u53cd\u5e94\u8fc7\u7a0b\u4f18\u5148\u5728\u4e8c\u7ea7\u78b3\u539f\u5b50\u4f4d\u70b9\u8fdb\u884c\uff0c\u5e76\u4ee51:1\u7684\u4ea7\u7269\u6bd4\uff0c\u5f62\u6210\u4e24\u79cd\u975e\u5bf9\u6620\u5f02\u6784\u4f534e-1<\/strong>\u4e0e4e-2<\/strong>\u3002\u4e4b\u540e\uff0c\u4f5c\u8005\u53d1\u73b0\uff0c\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u6761\u4ef6\u5bf9\u4e8e\u5e95\u72693<\/b><\/strong>\u4e2d\u5b58\u5728\u7684\u916f\u57fa\u5b98\u80fd\u56e2\uff0c\u540c\u6837\u80fd\u591f\u826f\u597d\u5730\u517c\u5bb9\uff0c\u5e76\u83b7\u5f9790%\u6536\u7387\u7684\u4ea7\u72694f<\/strong>\u3002\u540c\u65f6\uff0c\u5bf9\u4e8e\u5e95\u72693g<\/strong>\uff0c\u4e0a\u8ff0\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\u5219\u9009\u62e9\u6027\u5730\u5728\u82b3\u57faC(sp2<\/sup>)-H \u952e\u4f4d\u7f6e\u8fdb\u884c\uff0c\u5e76\u4ee5\u4f18\u826f\u7684\u53cd\u5e94\u6536\u7387\uff0c\u83b7\u5f97\u76f8\u5e94\u7684\u516d\u5143\u73af\u4ea7\u72694g<\/strong>\u3002\u6b64\u5916\uff0c\u8be5\u5c0f\u7ec4\u8fdb\u4e00\u6b65\u53d1\u73b0\uff0c\u975e\u73afO<\/i><\/em>-\u7532\u57fa\u809f\u57fa\u56e2\u540c\u6837\u80fd\u591f\u4f5c\u4e3a\u6709\u6548\u7684\u5bfc\u5411\u57fa\u56e2\uff0c\u5e76\u83b7\u5f97\u76f8\u5e94\u7684\u5076\u8054\u4ea7\u72694h<\/strong>\u4e0e4i<\/strong>\u3002 \u7136\u800c\uff0c\u5bf9\u4e8e\u7f3a\u4e4f\u90bb\u4f4d\u53d6\u4ee3\u57fa\u7684\u5e95\u72693j<\/strong>\uff0c\u5728\u4e0a\u8ff0\u7684\u6700\u4f73\u53cd\u5e94\u6761\u4ef6\u4e0b\uff0c\u5219\u672a\u80fd\u83b7\u5f97\u9884\u671f\u7684\u73af\u5316\u4ea7\u72694j<\/strong>\u3002\u800c\u76f8\u6bd4\u4e4b\u4e0b\uff0c\u5bf9\u4e8e\u95f4\u4f4d\u5177\u6709\u70f7\u6c27\u57fa\u5b98\u80fd\u56e2\u53d6\u4ee3\u7684\u5e95\u72693k<\/strong>\uff0c\u5219\u6700\u7ec8\u80fd\u591f\u83b7\u5f97\u76f8\u5e94\u7684\u4e8c\u6c22\u82ef\u5e76\u544b\u5583\u4ea7\u72694k-1<\/strong>\u4ee5\u53ca\u5c11\u91cf\u7684\u4e09\u73af\u4ea7\u72694k-2<\/strong>\u3002\u540c\u65f6\uff0c\u4f5c\u8005\u8fdb\u4e00\u6b65\u89c2\u5bdf\u5230\uff0c\u5728\u589e\u52a0\u8bd5\u5242\u7684\u7528\u91cf\u65f6\uff0c\u80fd\u591f\u4f7f\u4e09\u73af\u4ea7\u72694k-2<\/strong>\u6210\u4e3a\u4e3b\u8981\u4ea7\u7269\u3002\u6700\u540e\uff0c\u8be5\u5c0f\u7ec4\u53d1\u73b0\uff0c\u5bf9\u4e8e\u73af\u620a\u916eO<\/i><\/em>-\u7532\u57fa\u809f\u5e95\u7269\uff0c\u5219\u65e0\u6cd5\u6709\u6548\u5730\u8fdb\u884c\u4e0a\u8ff0\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b (4l<\/strong>)\u3002<\/p>\n

\"\"<\/a><\/p>\n

\u4e3a\u8fdb\u4e00\u6b65\u7814\u7a76\u8fd9\u4e00\u5168\u65b0\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u7b56\u7565\u7684\u5408\u6210\u5b9e\u7528\u6027\uff0c\u4f5c\u8005\u53d1\u73b0\uff0c\u5c06\u5e95\u72693a<\/strong>\u7684\u7528\u91cf\u6269\u5927\u81f31 mmol\u65f6\uff0c\u5728\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u6761\u4ef6\u4e0b\uff0c\u540c\u6837\u80fd\u591f\u83b7\u5f9799%\u6536\u7387\u7684\u4ea7\u72694a<\/strong>\u3002\u540c\u65f6\uff0c4a<\/strong>\u80fd\u591f\u5728\u76d0\u9178\u6eb6\u6db2\u4e2d\uff0c\u8fdb\u4e00\u6b65\u8f6c\u5316\u4e3a\u76f8\u5e94\u7684\u7fb0\u57fa\u5316\u5408\u72695a<\/strong>\uff0c\u6536\u7387\u4e3a89%\u3002<\/p>\n

\"\"<\/a><\/p>\n

\u63a5\u4e0b\u6765\uff0c\u4f5c\u8005\u63d0\u51fa\u4e00\u79cd\u5408\u7406\u7684\u53cd\u5e94\u673a\u7406\u8def\u5f84 (Figure 1)\u3002\u9996\u5148\uff0c\u901a\u8fc7PdII<\/sup>\u914d\u5408\u7269\u4e0e1a<\/strong>\u4e4b\u95f4\u8fdb\u884c\u7684\u809f\u57fa\u56e2\u5bfc\u5411\u7684C(sp2<\/sup>)-H\u952e\u6d3b\u5316\u8fc7\u7a0b\uff0c\u5f62\u6210\u914d\u5408\u7269A<\/strong>\u3002\u4e4b\u540e\uff0c\u901a\u8fc7\u914d\u5408\u7269A<\/strong>\u4e2dC(sp3<\/sup>)-H\u952e\u7684\u65ad\u88c2\u8fc7\u7a0b\uff0c\u5f62\u6210C(sp2<\/sup>),\u00a0C(sp3<\/sup>)-\u73af\u94af\u4e2d\u95f4\u4f53B<\/strong>\u3002\u63a5\u4e0b\u6765\uff0c\u901a\u8fc7\u4e2d\u95f4\u4f53B<\/strong>\u7684\u8fd8\u539f\u6d88\u9664\u73af\u5316\u8fc7\u7a0b\uff0c\u83b7\u5f97\u6700\u7ec8\u7684\u76ee\u6807\u4ea7\u72692a<\/strong>\uff0c\u5e76\u91ca\u653e\u51faPd0<\/sup>\u914d\u5408\u7269\u3002\u4e4b\u540e\uff0cPd0<\/sup>\u914d\u5408\u7269\u901a\u8fc7\u53cd\u5e94\u4f53\u7cfb\u4e2d\u76f8\u5173\u6c27\u5316\u5242\u7684\u8fdb\u4e00\u6b65\u6c27\u5316\uff0c\u4f7fPdII<\/sup>\u4e2d\u95f4\u4f53\u518d\u751f\uff0c\u5e76\u7ee7\u7eed\u53c2\u4e0e\u540e\u7eed\u7684\u50ac\u5316\u5faa\u73af\u8fc7\u7a0b\u3002<\/p>\n

\"\"<\/a><\/p>\n

\u603b\u7ed3<\/h4>\n

\u540c\u6d4e\u5927\u5b66\u5f20\u626c\u4f1a\u6559\u6388\u8bfe\u9898\u7ec4\u62a5\u9053\u4e00\u79cd\u91c7\u7528O<\/i><\/em>-\u7532\u57fa\u809f\u4f5c\u4e3a\u5bfc\u5411\u57fa\u56e2\uff0c\u5e76\u5728\u94af\u50ac\u5316\u5242\u5b58\u5728\u7684\u6761\u4ef6\u4e0b\uff0c\u987a\u5229\u5b8c\u6210\u975e\u6d3b\u5316C(sp3<\/sup>)-H\u4e0eC(sp2<\/sup>)-H\u952e\u4e4b\u95f4\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u7b56\u7565\u7684\u8bbe\u8ba1\uff0c\u8fdb\u800c\u6210\u529f\u5b9e\u73b0\u4e00\u7cfb\u5217\u4e8c\u6c22\u82ef\u5e76\u544b\u5583\u4e0e\u831a\u6ee1\u5206\u5b50\u7684\u6784\u5efa\u3002\u5176\u4e2d\uff0c\u53cd\u5e94\u673a\u7406\u4e3b\u8981\u6d89\u53caO<\/i><\/em>-\u7532\u57fa\u809f\u5bfc\u5411\u7684\u82b3\u57faC(sp2<\/sup>)-H\u952e\u6d3b\u5316\u4ee5\u53ca\u82b3\u57fa-PdII<\/sup>\u4e2d\u95f4\u4f53\u4e2d\u70f7\u57faC(sp3<\/sup>)-H\u952e\u7684\u65ad\u88c2\uff0c\u8fdb\u800c\u5f62\u6210\u5173\u952e\u7684C(sp2<\/sup>),C(sp3<\/sup>)-\u73af\u94af\u4e2d\u95f4\u4f53\u7684\u53cd\u5e94\u8def\u5f84\u3002<\/p>\n

\u53c2\u8003\u6587\u732e<\/b><\/strong><\/h4>\n[1]\u00a0(a) C. S. Yeung, V. M. Dong, Chem. Rev.<\/em>\u00a02011<\/strong>, 111<\/em>, 1215.\u00a0doi:\u00a010.1021\/cr100280d<\/u><\/a>.<\/u><\/p>\n

(b) C. Liu, J. Yuan, M. Gao, S. Tang, W. Li, R. Shi, A. Lei,\u00a0Chem. Rev.<\/em>\u00a02015<\/strong>, 115<\/em>, 12138.\u00a0doi:\u00a010.1021\/cr500431s<\/u><\/a>.<\/u><\/p>\n[2]\u00a0Y. Yang, J. Lan, J. You, Chem. Rev.<\/em>\u00a02017<\/strong>, 117<\/em>,\u00a08787.\u00a0doi:\u00a010.1021\/acs.chemrev.6b00567<\/u><\/a>.<\/u><\/p>\n[3]\u00a0(a) Y. Rong, R. Li, W. Lu, Organometallics<\/em>\u00a02007<\/strong>, 26<\/em>, 4376. doi:\u00a010.1021\/om700418h<\/u><\/a>.<\/u><\/p>\n

(b) K. L. Hull, M. S. Sanford,\u00a0J.<\/em>\u00a0<\/em>Am. Chem. Soc.<\/em>\u00a02007<\/strong>, 129<\/em>, 11904. doi:\u00a00.1021\/ja074395z<\/u><\/a>.<\/u><\/p>\n[4]\u00a0(a) G. Deng, L. Zhao, C.\u00a0Li, Angew. Chem.<\/em>\u00a0<\/em>Int. Ed.<\/em>\u00a02008<\/strong>, 47<\/em>, 6278. doi:\u00a010.1002\/anie.200801544<\/u><\/a>.<\/u><\/p>\n

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 <\/p>\n

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Lett.\u4e2d\u53d1\u8868\u8bba\u6587\uff0c\u62a5\u9053\u4e00\u79cd\u91c7\u7528\u94af\u50ac\u5316\u5242\u4fc3\u8fdb\u7684\u975e\u6d3b\u5316C(sp3)-H\u4e0eC(sp2)-H\u952e\u4e4b\u95f4\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\uff0c\u8fdb\u800c\u6210\u529f\u5b8c\u6210\u4e00\u7cfb\u5217\u4e8c\u6c22\u82ef\u5e76\u544b\u5583\u4e0e\u831a\u6ee1\u5206\u5b50\u7684\u6784\u5efa\u3002\u540c\u65f6\uff0c\u53cd\u5e94\u8fc7\u7a0b\u4e2d\u6d89\u53caO-\u7532\u57fa\u809f\u5bfc\u5411\u7684\u82b3\u57faC(sp2)-H\u952e\u6d3b\u5316\u4ee5\u53ca\u70f7\u57faC(sp3)-H\u952e\u7684\u65ad\u88c2\uff0c\u8fdb\u800c\u5f62\u6210\u8f83\u4e3a\u5173\u952e\u7684C(sp2),C(sp3)-\u73af\u94af\u4e2d\u95f4\u4f53\u3002 Palladium-Catalyzed Intramolecular Cross-Coupling of Unactivated C(sp3)-H and C(sp2)-H Bonds Z. Wu, Z. Wu, X. Sun, W. Qi, Z. Zhang, Y. Zhang, Org. Lett. ASAP. doi: 10.1021\/acs.orglett.1c02567. \u6b63\u6587 \u5728\u8fc7\u53bb\u7684\u51e0\u5341\u5e74\u4e2d\uff0c\u8fc7\u6e21\u91d1\u5c5e\u50ac\u5316\u7684C-H\u5b98\u80fd\u56e2\u5316\u53cd\u5e94\u65b9\u6cd5\u5b66\u4f5c\u4e3a\u6709\u673a\u5408\u6210\u5316\u5b66\u9886\u57df\u7684\u7814\u7a76\u70ed\u70b9\uff0c\u4e00\u76f4\u4ee5\u6765\u5907\u53d7\u5e7f\u6cdb\u5173\u6ce8\u3002\u4e0e\u4f20\u7edf\u7684\u4f9d\u8d56\u4e8e\u6709\u673a\u5206\u5b50\u4e2d\u53cd\u5e94\u6d3b\u6027\u5b98\u80fd\u56e2\u53c2\u4e0e\u7684\u5408\u6210\u8f6c\u5316\u7b56\u7565\u76f8\u6bd4\uff0c 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(cross dehydrogenative\u00a0coupling, 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(\u4e3b\u8981\u6d89\u53ca\u6742\u82b3\u57faC(sp2)-H\u952e)\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66[5]\u3002\u7136\u800c\uff0c\u5bf9\u4e8e\u975e\u6d3b\u5316\u7684C(sp3)-H\u4e0eC(sp2)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u8fc7\u7a0b\uff0c\u5219\u4ecd\u6709\u5f85\u8fdb\u4e00\u6b65\u7814\u7a76\u3002\u8fd1\u671f\uff0c\u5df2\u7ecf\u6709\u8bf8\u591a\u7814\u7a76\u56e2\u961f\u62a5\u9053\u4e00\u7cfb\u5217\u901a\u8fc7C(sp3)-H\u952e\u6d3b\u5316\u8fc7\u7a0b\u5f15\u53d1\u7684\u975e\u6d3b\u5316C(sp3)-H\u952e\u4e0eC(sp2)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66[6]\u3002\u503c\u5f97\u6ce8\u610f\u7684\u662f\uff0cShi\u8bfe\u9898\u7ec4[7]\u5df2\u7ecf\u6210\u529f\u5f00\u53d1\u51fa\u4e00\u79cd\u8f83\u4e3a\u7b80\u6d01\u7684\u901a\u8fc7C(sp2)-H\u952e\u6d3b\u5316\u5f15\u53d1\u7684\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66 (Scheme 1)\u3002\u6b64\u5916\uff0cWang\u8bfe\u9898\u7ec4[8]\u62a5\u9053\u4e00\u79cdC(sp3)-H\/C(sp2)-H\u952e\u7684\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\uff0c\u5176\u53cd\u5e94\u8fc7\u7a0b\u4e2d\u6d89\u53ca\u5355\u7535\u5b50\u8f6c\u79fb\u673a\u7406\u3002 \u800c\u5bf9\u4e8eC(sp2)-H\u4e0eC(sp3)-H\u952e\u4e4b\u95f4\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\u7814\u7a76\u7684\u4e3b\u8981\u6311\u6218\u4e4b\u4e00\u5219\u5728\u4e8eC(sp3)-H\u952e\u7684\u6d3b\u5316\u3002\u5e76\u4e14\uff0c\u4e0eC(sp2)-H\u952e\u5b98\u80fd\u56e2\u5316\u65b9\u6cd5\u5b66\u76f8\u6bd4\uff0c\u6d89\u53caC(sp3)-H\u952e\u5b98\u80fd\u56e2\u5316\u7684\u53cd\u5e94\u7b56\u7565\u4ecd\u6709\u5f85\u8fdb\u4e00\u6b65\u53d1\u5c55[9]\u3002\u56e0\u6b64\uff0c\u4e3a\u5b9e\u73b0C(sp2)-H\u952e\u4e0eC(sp3)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\uff0c\u9700\u8981\u8bbe\u8ba1\u4e00\u79cd\u66f4\u4e3a\u6709\u6548\u7684C(sp3)-H\u952e\u6d3b\u5316\u7b56\u7565\u3002\u5176\u4e2d\uff0c\u5df2\u6709\u5927\u91cf\u7684\u7814\u7a76\u8bc1\u5b9e\uff0c\u9009\u62e9\u53cc\u9f7f\u5bfc\u5411\u57fa\u56e2 (bidentate directing group)\uff0c\u80fd\u591f\u6781\u597d\u5730\u5b9e\u73b0\u60f0\u6027C(sp3)-H\u952e\u7684\u6d3b\u5316[10]\u3002\u5e76\u4e14\uff0c\u53cc\u9f7f\u5bfc\u5411\u57fa\u56e2\u901a\u5e38\u901a\u8fc7\u4e2d\u6027\u4ee5\u53ca\u9634\u79bb\u5b50\u914d\u4f4d\u70b9\u4e0e\u50ac\u5316\u5242\u7684\u8fc7\u6e21\u91d1\u5c5e\u4e2d\u5fc3\u8fdb\u884c\u914d\u4f4d\u3002\u540c\u65f6\uff0c\u5728\u5bfc\u5411\u57fa\u56e2\u7684\u5b58\u5728\u4e0b\uff0c\u82b3\u57faC(sp2)-H\u952e\u80fd\u591f\u8f83\u4e3a\u5bb9\u6613\u5730\u53d7\u5230\u8fc7\u6e21\u91d1\u5c5e\u8bd5\u5242\u7684\u6d3b\u5316\u3002\u7531\u6b64\uff0c\u4f5c\u8005\u8fdb\u4e00\u6b65\u8bbe\u60f3\uff0c\u540c\u6837\u80fd\u591f\u9009\u62e9\u4e2d\u6027\u5355\u9f7f\u5bfc\u5411\u57fa\u56e2 (neutral\u00a0monodentate directing group)\uff0c\u8fdb\u800c\u5b9e\u73b0\u8fc7\u6e21\u91d1\u5c5e\u50ac\u5316\u7684\u82b3\u57faC-H \u952e\u6d3b\u5316\u3002\u5176\u4e2d\uff0c\u901a\u8fc7\u4e2d\u6027\u539f\u5b50\u4ee5\u53ca\u78b3\u8d1f\u79bb\u5b50\u4f4d\u70b9\u4e0e\u8fc7\u6e21\u91d1\u5c5e\u4e2d\u5fc3\u7684\u914d\u4f4d\uff0c\u5f62\u6210\u76f8\u5e94\u7684\u73af\u91d1\u5c5e\u914d\u5408\u7269 (metallacycle)\uff0c\u8fdb\u800c\u6709\u6548\u5730\u5b9e\u73b0\u60f0\u6027C(sp3)-H\u952e\u7684\u6d3b\u5316\u3002\u800c\u4e14\uff0c\u901a\u8fc7\u8fde\u7eed\u7684C-H\u952e\u6d3b\u5316\u8fc7\u7a0b\uff0c\u5c06\u8fdb\u4e00\u6b65\u5f62\u6210C(sp2),C(sp3)-\u73af\u94af\u914d\u5408\u7269[11]\uff0c\u5e76\u7ecf\u5386\u540e\u7eed\u7684\u8fd8\u539f\u73af\u5316\u6b65\u9aa4\uff0c\u5f62\u6210C(sp2)-C(sp3)\u952e\uff0c\u5e76\u6700\u7ec8\u5b9e\u73b0C(sp2)-H\u4e0eC(sp3)-H\u952e\u4e4b\u95f4\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\u3002 \u53d7\u5230\u4e0a\u8ff0\u7814\u7a76\u62a5\u9053\u4e0e\u672c\u8bfe\u9898\u7ec4\u957f\u671f\u4ee5\u6765\u5bf9\u4e8eC,C-\u73af\u94af\u5316\u5b66 (C,C-palladacycle\u00a0chemistry)\u7684\u7814\u7a76[12]\u4ee5\u53ca\u901a\u8fc7C,C-\u73af\u94af\u914d\u5408\u7269\u8fdb\u884c\u7684\u53cc\u91cdC-H\u952e\u6d3b\u5316\u7b56\u7565\u7814\u7a76\u7684\u542f\u53d1\uff0c\u8fd9\u91cc\uff0c\u540c\u6d4e\u5927\u5b66\u7684\u5f20\u626c\u4f1a\u6559\u6388\u8bfe\u9898\u7ec4\u62a5\u9053\u4e00\u79cd\u91c7\u7528\u4e2d\u6027\u5bfc\u5411\u57fa\u56e2\u534f\u52a9\uff0c\u5e76\u9009\u62e9\u94af\u50ac\u5316\u5242\u4fc3\u8fdb\u7684\u975e\u6d3b\u5316C(sp3)-H\u4e0eC(sp2)-H\u952e\u4e4b\u95f4\u7684\u5206\u5b50\u5185\u4ea4\u53c9\u5076\u8054\u53cd\u5e94\u65b9\u6cd5\u5b66\uff0c\u8fd9\u4e00\u5168\u65b0\u7684\u4ea4\u53c9\u5076\u8054\u7b56\u7565\u901a\u8fc7C(sp2),C(sp3)-\u73af\u94af\u4e2d\u95f4\u4f53\u7684\u8fdb\u4e00\u6b65\u73af\u5316\u8fc7\u7a0b\uff0c\u6700\u7ec8\u6210\u529f\u5b8c\u6210\u4e00\u7cfb\u5217\u4e8c\u6c22\u82ef\u5e76\u544b\u5583\u4ee5\u53ca\u831a\u6ee1\u5316\u5408\u7269\u7684\u6784\u5efa\u3002 \u9996\u5148\uff0c\u4f5c\u8005\u91c7\u75281a\u4f5c\u4e3a\u6a21\u578b\u5e95\u7269\uff0c\u8fdb\u884c\u76f8\u5173\u53cd\u5e94\u6761\u4ef6\u7684\u4f18\u5316\u7b5b\u9009 (Table 1)\u3002\u786e\u5b9a\u6700\u4f73\u7684\u53cd\u5e94\u6761\u4ef6\u4e3a\uff1a\u91c7\u7528Pd(OAc)2\u4f5c\u4e3a\u50ac\u5316\u5242\uff0c1,4-\u4e8c\u82ef\u918c(BQ)\u4f5c\u4e3a\u6dfb\u52a0\u5242\uff0cAgOAc\u4f5c\u4e3a\u6c27\u5316\u5242\uff0cLiOAc\u4f5c\u4e3a\u78b1\uff0c\u5728DCE\u6eb6\u5242\u4ee5\u53ca\u53cd\u5e94\u6e29\u5ea6\u4e3a120\u00a0oC\u7684\u6761\u4ef6\u4e0b\uff0c\u6700\u7ec8\u83b7\u5f9770%\u6536\u7387\u7684\u73af\u5316\u4ea7\u72692a\u3002 \u5728\u4e0a\u8ff0\u7684\u6700\u4f73\u53cd\u5e94\u6761\u4ef6\u4e0b\uff0c\u4f5c\u8005\u5bf9\u5e95\u72691\u7684\u5e94\u7528\u8303\u56f4\u8fdb\u884c\u8003\u5bdf (Scheme 2)\u3002\u7814\u7a76\u8868\u660e\uff0c\u5e95\u72691\u82b3\u57fa\u4e2d\u5b58\u5728\u7684\u4e19\u57faC(sp3)-H\u952e\uff0c\u80fd\u591f\u6709\u6548\u5730\u53c2\u4e0e\u4e0a\u8ff0\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\uff0c\u5e76\u83b7\u5f9750%\u6536\u7387\u7684\u4e94\u5143\u73af\u4ea7\u72692b\u3002\u7136\u800c\uff0c\u5728\u5e95\u72691\u7684\u82b3\u57fa\u4e2d\u5b58\u5728\u6b63\u4e01\u57fa\u53d6\u4ee3\u65f6\uff0c\u5219\u672a\u80fd\u83b7\u5f97\u76f8\u5e94\u7684\u76ee\u6807\u4ea7\u72692c\uff0c\u8fdb\u800c\u8868\u660e\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u6761\u4ef6\u4e0e\u975e\u6d3b\u5316\u7684\u4e8c\u7ea7C(sp3)-H\u952e\u65e0\u6cd5\u826f\u597d\u5730\u8fdb\u884c\u517c\u5bb9\uff0c\u5e76\u4e14\uff0c\u540c\u6837\u65e0\u6cd5\u5f62\u6210\u76f8\u5e94\u7684\u516d\u5143\u73af\u4ea7\u7269\u3002\u4e4b\u540e\uff0c\u8be5\u5c0f\u7ec4\u53d1\u73b0\uff0c\u5e95\u72691\u4e2d\u7684R2\u57fa\u56e2\u4e3a\u916f\u57fa\u65f6\uff0c\u540c\u6837\u80fd\u591f\u4e0e\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u4f53\u7cfb\u8f83\u597d\u5730\u517c\u5bb9\uff0c\u5e76\u83b7\u5f9778%\u6536\u7387\u7684\u5076\u8054\u4ea7\u72692d\u3002\u540c\u65f6\uff0c\u5b9e\u9a8c\u89c2\u5bdf\u5230\uff0c\u4e0a\u8ff0\u7684\u6700\u4f73\u53cd\u5e94\u6761\u4ef6\u5bf9\u4e8e\u5e95\u7269\u4e2d\u5b58\u5728\u7684\u82c4\u4f4d\u7532\u57faC(sp3)-H\u952e\uff0c\u540c\u6837\u8868\u73b0\u51fa\u4f18\u826f\u7684\u53cd\u5e94\u6d3b\u6027\uff0c\u5e76\u4ee592%\u7684\u53cd\u5e94\u6536\u7387\uff0c\u83b7\u5f97\u76f8\u5e94\u7684\u82b4\u73af\u4ea7\u72692e\u3002\u800c\u5bf9\u4e8e\u5e95\u72691f\uff0c\u53cd\u5e94\u8fc7\u7a0b\u5219\u80fd\u591f\u9009\u62e9\u6027\u5730\u5728\u4e8c\u7ea7\u82c4\u57faC(sp3)-H\u952e\u4f4d\u7f6e\u8fdb\u884c\uff0c\u5e76\u83b7\u5f97\u76f8\u5e94\u5076\u8054\u4ea7\u72692f\u3002\u63a5\u4e0b\u6765\uff0c\u4f5c\u8005\u89c2\u5bdf\u5230\uff0c\u5e95\u72691\u4e2d\u7684R1\u57fa\u56e2\u4e3a\u7532\u57fa\u4e0e\u4e59\u57fa\u65f6\uff0c\u7531\u4e8e\u4e8c\u7ea7\u70f7\u57fa\u53d6\u4ee3\u57fa\u7684\u5b58\u5728\uff0c\u81f4\u4f7f\u82b3\u57faC-H\u952e\u7684\u7acb\u4f53\u4f4d\u963b\u589e\u52a0\uff0c\u8fdb\u800c\u8868\u73b0\u51fa\u8f83\u4f4e\u7684\u53cd\u5e94\u6d3b\u6027\uff0c\u5e76\u5206\u522b\u83b7\u5f97\u4e2d\u7b49\u6536\u7387\u7684\u4ea4\u53c9\u5076\u8054\u4ea7\u72692g\u4e0e2h\u3002 \u63a5\u4e0b\u6765\uff0c\u4f5c\u8005\u5bf9\u5e95\u72693\u7684\u5e94\u7528\u8303\u56f4\u8fdb\u884c\u8003\u5bdf (Scheme 3)\u3002\u7814\u7a76\u8868\u660e\uff0c\u5728\u5e95\u72693\u7684\u82b3\u57fa\u4e2d\u5177\u6709\u70f7\u6c27\u57fa\u5b98\u80fd\u56e2\uff0c\u4f8b\u5982\u5f02\u4e19\u6c27\u57fa\u3001\u5f02\u4e01\u6c27\u57fa\u3001\u53d4\u4e01\u6c27\u57fa\u4ee5\u53ca\u4e59\u6c27\u57fa\u952e\u5408\u65f6\uff0c\u5747\u80fd\u591f\u826f\u597d\u5730\u4e0e\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u4f53\u7cfb\u517c\u5bb9\uff0c\u5e76\u83b7\u5f97\u76f8\u5e94\u5076\u8054\u4ea7\u72694a–4d\u3002\u800c\u5bf9\u4e8e\u5e95\u72693e\uff0c\u53cd\u5e94\u8fc7\u7a0b\u4f18\u5148\u5728\u4e8c\u7ea7\u78b3\u539f\u5b50\u4f4d\u70b9\u8fdb\u884c\uff0c\u5e76\u4ee51:1\u7684\u4ea7\u7269\u6bd4\uff0c\u5f62\u6210\u4e24\u79cd\u975e\u5bf9\u6620\u5f02\u6784\u4f534e-1\u4e0e4e-2\u3002\u4e4b\u540e\uff0c\u4f5c\u8005\u53d1\u73b0\uff0c\u4e0a\u8ff0\u7684\u6807\u51c6\u53cd\u5e94\u6761\u4ef6\u5bf9\u4e8e\u5e95\u72693\u4e2d\u5b58\u5728\u7684\u916f\u57fa\u5b98\u80fd\u56e2\uff0c\u540c\u6837\u80fd\u591f\u826f\u597d\u5730\u517c\u5bb9\uff0c\u5e76\u83b7\u5f9790%\u6536\u7387\u7684\u4ea7\u72694f\u3002\u540c\u65f6\uff0c\u5bf9\u4e8e\u5e95\u72693g\uff0c\u4e0a\u8ff0\u7684\u4ea4\u53c9\u5076\u8054\u8fc7\u7a0b\u5219\u9009\u62e9\u6027\u5730\u5728\u82b3\u57faC(sp2)-H \u952e\u4f4d\u7f6e\u8fdb\u884c\uff0c\u5e76\u4ee5\u4f18\u826f\u7684\u53cd\u5e94\u6536\u7387\uff0c\u83b7\u5f97\u76f8\u5e94\u7684\u516d\u5143\u73af\u4ea7\u72694g\u3002\u6b64\u5916\uff0c\u8be5\u5c0f\u7ec4\u8fdb\u4e00\u6b65\u53d1\u73b0\uff0c\u975e\u73afO-\u7532\u57fa\u809f\u57fa\u56e2\u540c\u6837\u80fd\u591f\u4f5c\u4e3a\u6709\u6548\u7684\u5bfc\u5411\u57fa\u56e2\uff0c\u5e76\u83b7\u5f97\u76f8\u5e94\u7684\u5076\u8054\u4ea7\u72694h\u4e0e4i\u3002 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S. Yeung, V. M. Dong, Chem. Rev.\u00a02011, 111, 1215.\u00a0doi:\u00a010.1021\/cr100280d. (b) C. Liu, J. Yuan, M. Gao, S. Tang, W. Li, R. Shi, A. Lei,\u00a0Chem. Rev.\u00a02015, 115, 12138.\u00a0doi:\u00a010.1021\/cr500431s. [2]\u00a0Y. Yang, J. Lan, J. You, Chem. Rev.\u00a02017, 117,\u00a08787.\u00a0doi:\u00a010.1021\/acs.chemrev.6b00567. [3]\u00a0(a) Y. 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