{"id":28554,"date":"2019-09-20T08:00:06","date_gmt":"2019-09-20T00:00:06","guid":{"rendered":"\/\/www.gsbet888.com\/?p=28554"},"modified":"2019-09-18T19:00:27","modified_gmt":"2019-09-18T11:00:27","slug":"matteson-reaction","status":"publish","type":"post","link":"\/\/www.gsbet888.com\/reactions\/2019\/09\/matteson-reaction.html","title":{"rendered":"Matteson Reaction"},"content":{"rendered":"<p>\u672c\u6587\u4f5c\u8005\uff1aalberto-caeiro<\/p>\n<p>Matteson Reaction\u662f\u5229\u7528\u56db\u914d\u4f4d\u6709\u673a\u787c\u9178\u916f1,2-\u8fc1\u79fb\u53d1\u751f\u53d6\u4ee3\u53cd\u5e94\u4ece\u800c\u5b9e\u73b0\u6709\u673a\u787c\u9178\u916f\u7684\u589e\u78b3\u53cd\u5e94\u3002<\/p>\n<p>\u8be5\u8fc7\u7a0b\u8fd1\u5e74\u6765\u88ab\u5e7f\u6cdb\u5e94\u7528\u4e8e\u6709\u673a\u5408\u6210\u4e2d\uff0c\u5982<a href=\"\/\/www.gsbet888.com\/chemists\/2019\/04\/varinder-kumar-aggarwal.html\">Aggarwal\u6559\u6388<\/a>\u7684 Lithiation-Borylation<sup>[1]<\/sup>\u8fc7\u7a0b\u5373\u662f\u5728\u6b64\u8fc7\u7a0b\u4e0a\u7684\u5347\u7ea7\u7248\uff1b\u800cJames Morken\u6559\u6388\u8fd1\u5e74\u6765\u63d0\u51fa\u7684Conjunctive Cross-Coupling Process\u5219\u5bf9\u6b64\u8fc7\u7a0b\u8fdb\u884c\u66f4\u6df1\u5165\u7814\u7a76\uff0c\u5b9e\u73b0\u4e86\u8fc7\u6e21\u91d1\u5c5e\u03c0\u9178\u8bf1\u5bfc\u7684\u8fc1\u79fb\u53cd\u5e94<sup>[2]<\/sup>\u3002<\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"wp-image-28555 aligncenter\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/ee6df7033a974fd2d6b73e2297a56fc1-4.png\" alt=\"\" width=\"691\" height=\"531\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/ee6df7033a974fd2d6b73e2297a56fc1-4.png 1020w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/ee6df7033a974fd2d6b73e2297a56fc1-4-300x231.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/ee6df7033a974fd2d6b73e2297a56fc1-4-768x590.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/ee6df7033a974fd2d6b73e2297a56fc1-4-680x523.png 680w\" sizes=\"(max-width: 691px) 100vw, 691px\" \/><\/p>\n<p style=\"text-align: center;\"><strong>Lithiation-Borylation Process<\/strong><\/p>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"aligncenter wp-image-28556 \" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/8a68c7643065119a2ccf860543dbbda8-1.png\" alt=\"\" width=\"691\" height=\"216\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/8a68c7643065119a2ccf860543dbbda8-1.png 1185w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/8a68c7643065119a2ccf860543dbbda8-1-300x94.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/8a68c7643065119a2ccf860543dbbda8-1-768x240.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/8a68c7643065119a2ccf860543dbbda8-1-680x212.png 680w\" sizes=\"(max-width: 691px) 100vw, 691px\" \/><\/p>\n<p style=\"text-align: center;\"><strong>Conjunctive Cross-Coupling Process<\/strong><\/p>\n<h4>\u57fa\u672c\u6587\u732e<\/h4>\n<ul style=\"list-style-type: circle;\">\n<li>[1] Matteson, D. S.; Mah, R. W. H. <em>J. Am. Chem. Soc. <\/em><strong>1963<\/strong>, <em>85<\/em>, 2599. <a href=\"http:\/\/dx.doi.org\/10.1021\/ja00900a017\">DOI: 10.1021\/ja00900a017<\/a><\/li>\n<li>[2] Rathke, M. W.; Chao, E.; Wu, G. <em>J. Organomet. Chem.<\/em> <strong>1976<\/strong>, <em>122<\/em>, 145. <a href=\"http:\/\/dx.doi.org\/10.1016\/S0022-328X(00)80606-3\">doi:10.1016\/S0022-328X(00)80606-3<\/a><\/li>\n<li>[3] Matteson, D. S.; Majumdar, D. <em>J. Am. Chem. Soc.<\/em> <strong>1980<\/strong>, <em>102<\/em>, 7588. <a href=\"http:\/\/dx.doi.org\/10.1021\/ja00545a045\">DOI: 10.1021\/ja00545a045<\/a><\/li>\n<li>[4] Matteson, D. S.; Ray, R. <em>J. Am. Chem. Soc.<\/em> <strong>1980<\/strong>, <em>102<\/em>, 7590. <a href=\"J.%20Am.%20Chem.%20Soc.%201990,%20112,%203964\">DOI: 10.1021\/ja00545a046<\/a><\/li>\n<li>[5] Matteson, D. S.; Man, H.-W.; Ho, O. C. <em>J. Am. Chem. Soc.<\/em> <strong>1996<\/strong>, <em>118<\/em>, 4560. <a href=\"http:\/\/dx.doi.org\/10.1021\/ja960345a\">DOI: 10.1021\/ja960345a<\/a><\/li>\n<li>[6] a: Review: Matterson, D. S. <em>Tetrahedron<\/em> <strong>1989<\/strong>, <em>45<\/em>, 1859. <a href=\"http:\/\/dx.doi.org\/10.1016\/S0040-4020(01)80052-1\">doi:10.1016\/S0040-4020(01)80052-1<\/a>; b: Review: Matterson, D. S. <em>Tetrahedron<\/em> <strong>1998<\/strong>, <em>54<\/em>, 10555. <a href=\"http:\/\/dx.doi.org\/10.1016\/S0040-4020(98)00321-4\">doi:10.1016\/S0040-4020(98)00321-4<\/a><\/li>\n<\/ul>\n<h4>\u53cd\u5e94\u673a\u7406<\/h4>\n<p><img loading=\"lazy\" decoding=\"async\" class=\"wp-image-28557 aligncenter\" src=\"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/50dabdfc842e4a90ac6ceec715a58cf0-1.png\" alt=\"\" width=\"748\" height=\"178\" srcset=\"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/50dabdfc842e4a90ac6ceec715a58cf0-1.png 1094w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/50dabdfc842e4a90ac6ceec715a58cf0-1-300x72.png 300w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/50dabdfc842e4a90ac6ceec715a58cf0-1-768x183.png 768w, https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/50dabdfc842e4a90ac6ceec715a58cf0-1-680x162.png 680w\" sizes=\"(max-width: 748px) 100vw, 748px\" \/><\/p>\n<p style=\"text-align: center;\">Ref: <a href=\"http:\/\/dx.doi.org\/10.1016\/S0957-4166(97)00528-4\"><em>Tetrahedron: Asymmetry<\/em> <strong>1997<\/strong>, <em>8<\/em>, 3711.<\/a><\/p>\n<p>\u4eb2\u6838\u8bd5\u5242\u4e0e\u6709\u673a\u787c\u9178\u916f\u53d1\u751f\u52a0\u6210\u53cd\u5e94\uff0c\u5f62\u6210\u56db\u914d\u4f4d\u7684\u201cate complex\u201d\uff0c\u968f\u540e\u53d1\u751f1,2-\u8fc1\u79fb\uff0cR\u57fa\u56e2\u8fdb\u653b\u542b\u6709\u79bb\u53bb\u57fa\u56e2\u7684\u4eb2\u7535\u4e2d\u5fc3\u53d1\u751f\u53d6\u4ee3\u53cd\u5e94\uff0c\u751f\u6210\u589e\u52a0\u4e86\u4e00\u78b3\u5355\u5143\u7684\u6709\u673a\u787c\u9178\u916f\u3002<\/p>\n<p>Matteson Reaction\u7684\u624b\u6027\u8bf1\u5bfc\u662f\u7531\u6709\u673a\u787c\u9178\u916f\u4e0a\u7684\u624b\u6027\u8f85\u57fa\u5b9e\u73b0\u7684\u3002\u800c\u5728\u8be5\u53cd\u5e94\u4e2d\uff0cCorey\u6559\u6388\u731c\u60f3\uff0c\u5916\u52a0\u7684ZnCl<sub>2<\/sub>\u5bf9\u624b\u6027\u8bf1\u5bfc\u6709\u91cd\u8981\u7684\u4f5c\u7528<sup>[3]<\/sup>\uff0c\u52a0\u6210\u7684\u914d\u5408\u7269\u4e2d\uff0c\u5e26\u6709\u79bb\u53bb\u57fa\u56e2\u7684\u78b3\u539f\u5b50\u662f\u524d\u624b\u6027\u4e2d\u5fc3\uff0c\u79bb\u53bb\u57fa\u56e2\u901a\u8fc7\u4e0eZn\u7684\u7ed3\u5408\u5b9e\u73b0\u4e86\u624b\u6027\u8bc6\u522b\uff0c\u4ece\u800c\u5f97\u5230\u5e26\u6709\u624b\u6027\u4ea7\u7269\u3002\u8be5\u731c\u60f3\u5728\u540e\u7eed\u7684\u5b9e\u9a8c\u4e2d\u5f97\u5230\u652f\u6301<sup>[4]<\/sup>\u3002<\/p>\n<p>\u9664\u4e86\u624b\u6027\u8f85\u57fa\u8bf1\u5bfc\u624b\u6027\uff0c\u53cd\u5e94\u8bd5\u5242\u4e5f\u53ef\u8bf1\u5bfc\u624b\u6027\uff0c\u5982Aggrawal\u6559\u6388\u7684\u53cd\u5e94\u4e2d\u4f7f\u7528\u7684\u662f\u6d88\u65cb\u7684\u6709\u673a\u787c\u9178\u916f\uff0c\u624b\u6027\u9502\u8bd5\u5242\uff1b\u800cMorken\u6559\u6388\u5219\u662f\u4f7f\u7528\u7684\u624b\u6027\u03c0\u9178\u8fc7\u6e21\u91d1\u5c5e\uff0c\u901a\u8fc7\u79bb\u5b50\u5bf9\u6548\u5e94\u8bf1\u5bfc\u624b\u6027\u3002<\/p>\n<h4>\u5b9e\u9a8c\u64cd\u4f5c<\/h4>\n<p>LiCHCl<sub>2<\/sub> can be generated by deprotonation of CH<sub>2<\/sub>Cl<sub>2<\/sub> with <em>n<\/em>-BuLi at \u2013100 <sup>o<\/sup>C prior to the addition of boronate;<\/p>\n<p>LiCHBr<sub>2<\/sub> is usually generated in the presence of boranate by deprotonation with LDA.<\/p>\n<h4>\u53c2\u8003\u6587\u732e<\/h4>\n<ul style=\"list-style-type: circle;\">\n<li>[1] Bonet, A., Odachowski, M., Leonori, D., Essafi, S., Aggarwal, V. K., <em>Nat. Chem.<\/em>, <strong>2014<\/strong>, <em>6<\/em>, 584\u2013589. <a href=\"https:\/\/www.nature.com\/articles\/nchem.1971\">doi.org\/10.1038\/nchem.1971;<\/a><\/li>\n<li>[2] S. Namirembe, and J. P. Morken, <em>Chem. Soc. Rev. <\/em><strong>2019<\/strong>, <em>48<\/em>, 3463. <a href=\"https:\/\/pubs.rsc.org\/en\/content\/articlelanding\/2019\/cs\/c9cs00180h\/unauth#!divAbstract\">DOI: 10.1039\/C9CS00180H<\/a>;<\/li>\n<li>[3] \u00a0Corey, E. J.; Barnes-Seeman, D.; Lee, T. W.<em> Tetrahedron: Asymmetry<\/em> <strong>1997<\/strong>, <em>8<\/em>, 3711; <a href=\"https:\/\/doi.org\/10.1016\/S0957-4166(97)00528-4\">DOI\uff1a10.1016\/S0957-4166(97)00528-4<\/a><\/li>\n<li>[4] Matteson, D. S.; Kandil, A. A.; Soundararajan, R. <em>J. Am. Chem. Soc.<\/em> <strong>1990<\/strong>, <em>112<\/em>, 3964. <a href=\"https:\/\/pubs.acs.org\/doi\/abs\/10.1021\/ja00545a045\">doi.org\/10.1021\/ja00545a045<\/a>.<\/li>\n<\/ul>\n<p><strong>\u672c\u6587\u7248\u6743\u5c5e\u4e8e\u00a0<a href=\"\/\/www.gsbet888.com\/\">Chem-Station\u5316\u5b66\u7a7a\u95f4<\/a>\uff0c \u6b22\u8fce\u70b9\u51fb\u6309\u94ae\u5206\u4eab\uff0c\u672a\u7ecf\u8bb8\u53ef\uff0c\u8c22\u7edd\u8f6c\u8f7d\uff01<\/strong><\/p>\n","protected":false},"excerpt":{"rendered":"\u672c\u6587\u4f5c\u8005\uff1aalberto-caeiro Matteson Reaction\u662f\u5229\u7528\u56db\u914d\u4f4d\u6709\u673a\u787c\u9178\u916f1,2-\u8fc1\u79fb\u53d1\u751f\u53d6\u4ee3\u53cd\u5e94\u4ece\u800c\u5b9e\u73b0\u6709\u673a\u787c\u9178\u916f\u7684\u589e\u78b3\u53cd\u5e94\u3002 \u8be5\u8fc7\u7a0b\u8fd1\u5e74\u6765\u88ab\u5e7f\u6cdb\u5e94\u7528\u4e8e\u6709\u673a\u5408\u6210\u4e2d\uff0c\u5982Aggarwal\u6559\u6388\u7684 Lithiation-Borylation[1]\u8fc7\u7a0b\u5373\u662f\u5728\u6b64\u8fc7\u7a0b\u4e0a\u7684\u5347\u7ea7\u7248\uff1b\u800cJames Morken\u6559\u6388\u8fd1\u5e74\u6765\u63d0\u51fa\u7684Conjunctive Cross-Coupling Process\u5219\u5bf9\u6b64\u8fc7\u7a0b\u8fdb\u884c\u66f4\u6df1\u5165\u7814\u7a76\uff0c\u5b9e\u73b0\u4e86\u8fc7\u6e21\u91d1\u5c5e\u03c0\u9178\u8bf1\u5bfc\u7684\u8fc1\u79fb\u53cd\u5e94[2]\u3002 Lithiation-Borylation Process Conjunctive Cross-Coupling Process \u57fa\u672c\u6587\u732e [1] Matteson, D. S.; Mah, R. W. H. J. Am. Chem. Soc. 1963, 85, 2599. DOI: 10.1021\/ja00900a017 [2] Rathke, M. W.; Chao, E.; Wu, G. J. Organomet. Chem. 1976, 122, 145. doi:10.1016\/S0022-328X(00)80606-3 [3] Matteson, D. S.; Majumdar, D. J. Am. Chem. Soc. 1980, 102, 7588. DOI: 10.1021\/ja00545a045 [4] Matteson, D. S.; Ray, R. J. Am. Chem. Soc. 1980, 102, 7590. DOI: 10.1021\/ja00545a046 [5] Matteson, D. S.; Man, H.-W.; Ho, O. C. J. Am. Chem. Soc. 1996, 118, 4560. DOI: 10.1021\/ja960345a [6] a: Review: Matterson, D. S. Tetrahedron 1989, 45, 1859. doi:10.1016\/S0040-4020(01)80052-1; b: Review: Matterson, D. S. [&hellip;]","protected":false},"author":26,"featured_media":28573,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"jetpack_post_was_ever_published":false,"_jetpack_newsletter_access":"","_jetpack_dont_email_post_to_subs":false,"_jetpack_newsletter_tier_id":0,"_jetpack_memberships_contains_paywalled_content":false,"_jetpack_memberships_contains_paid_content":false,"footnotes":"","jetpack_publicize_message":"","jetpack_publicize_feature_enabled":true,"jetpack_social_post_already_shared":true,"jetpack_social_options":{"image_generator_settings":{"template":"highway","enabled":false},"version":2}},"categories":[2],"tags":[171,2427,2426],"jetpack_publicize_connections":[],"jetpack_featured_media_url":"https:\/\/assets.www.gsbet888.com\/uploads\/2019\/08\/FFF-2.png","jetpack_shortlink":"https:\/\/wp.me\/p96op1-7qy","jetpack_sharing_enabled":true,"_links":{"self":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/28554"}],"collection":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/users\/26"}],"replies":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/comments?post=28554"}],"version-history":[{"count":5,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/28554\/revisions"}],"predecessor-version":[{"id":28777,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/posts\/28554\/revisions\/28777"}],"wp:featuredmedia":[{"embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/media\/28573"}],"wp:attachment":[{"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/media?parent=28554"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/categories?post=28554"},{"taxonomy":"post_tag","embeddable":true,"href":"\/\/www.gsbet888.com\/wp-json\/wp\/v2\/tags?post=28554"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}