Gold(I) Carbenes by Retro-Buchner Reaction: Generation and Fate

被引：91

作者：

Wang, Yahui ^{[1
]}

McGonigal, Paul R. ^{[1
]}

Herle, Bart ^{[1
]}

Besora, Maria ^{[1
]}

Echavarren, Antonio M. ^{[1
,2
]}

机构：

[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain

[2] Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 02期

基金：

欧洲研究理事会;

关键词：

DIAZO-COMPOUNDS; ALKENE CONFIGURATION; CATALYZED REACTIONS; N-TOSYLHYDRAZONES; CYCLOPROPANATION; REARRANGEMENT; COMPLEXES; INSERTION; ARYLATION; ARENE;

D O I：

10.1021/ja411626v

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The fate of the aryl gold(I) carbenes generated by retro-Buchner reaction of ortho-substituted 7-aryl-1,3,5-cycloheptatrienes is dependent on the constitution of the ortho substituent. Indenes and fluorenes are obtained by intramolecular reaction of highly electrophilic gold(I) carbenes with alkenes and arenes. According to density functional theory calculations, the gold-catalyzed retro-Buchner process occurs stepwise, although the two carbon-carbon cleavages occur on a rather flat potential energy surface.

引用

页码：801 / 809

页数：9

共 90 条

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[2]

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