通过铱催化氢化和转移氢化形成C-C键。

John F Bower, Michael J Krische
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引用次数: 245

摘要

通过催化氢化和转移氢化形成C-C键使得能够在不存在化学计量有机金属试剂的情况下添加羰基和亚胺。本文综述了铱催化的碳-碳键形成加氢反应和转移加氢反应。这些工艺包括羰基化合物和亚胺的乙烯化和烯丙基化的选择性原子经济方法。值得注意的是,在转移氢化条件下,醇脱氢驱动有机铱亲核试剂的还原生成,使羰基能够从醛或醇氧化水平添加。在后一种情况下,醇和π-不饱和反应物之间的氢交换在生成氢羟基烷基化产物的过程中产生亲电亲核试剂对,这代表了甲醇C-H键功能化的直接方法。
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Formation of C-C Bonds via Iridium-Catalyzed Hydrogenation and Transfer Hydrogenation.

The formation of C-C bonds via catalytic hydrogenation and transfer hydrogenation enables carbonyl and imine addition in the absence of stoichiometric organometallic reagents. In this review, iridium-catalyzed C-C bond-forming hydrogenations and transfer hydrogenations are surveyed. These processes encompass selective, atom-economic methods for the vinylation and allylation of carbonyl compounds and imines. Notably, under transfer hydrogenation conditions, alcohol dehydrogenation drives reductive generation of organoiridium nucleophiles, enabling carbonyl addition from the aldehyde or alcohol oxidation level. In the latter case, hydrogen exchange between alcohols and π-unsaturated reactants generates electrophile-nucleophile pairs en route to products of hydro-hydroxyalkylation, representing a direct method for the functionalization of carbinol C-H bonds.

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来源期刊
Topics in Organometallic Chemistry
Topics in Organometallic Chemistry Chemical Engineering-Catalysis
CiteScore
2.70
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期刊介绍: The series Topics in Organometallic Chemistry presents critical overviews of research results in organometallic chemistry. As our understanding of organometallic structure, properties and mechanisms increases, new ways are opened for the design of organometallic compounds and reactions tailored to the needs of such diverse areas as organic synthesis, medical research, biology and materials science. Thus the scope of coverage includes a broad range of topics of pure and applied organometallic chemistry, where new breakthroughs are being achieved that are of significance to a larger scientific audience.
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