Formation of C-C Bonds via Iridium-Catalyzed Hydrogenation and Transfer Hydrogenation.

Formation of C-C Bonds via Iridium-Catalyzed Hydrogenation and Transfer Hydrogenation.
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DOI:
10.1007/978-3-642-15334-1_5
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发表时间:
2011-01-01
影响因子:
--
通讯作者:
Krische, Michael J.
Krische, Michael J.
中科院分区:
化学4区
文献类型:
--
作者:
Bower, John F.;Krische, Michael J.

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C-C键的形成通过催化氢化和转移氢化使羰基和亚胺加成在没有化学计量的有机金属试剂。本文综述了铱催化C-C键形成氢化反应和转移氢化反应的研究进展。这些过程包括羰基化合物和亚胺的乙烯化和烯丙化的选择性的、原子经济的方法。值得注意的是,在转移加氢条件下,醇脱氢驱动有机铱亲核试剂的还原生成,使得醛或醇氧化水平的羰基加成成为可能。在后一种情况下,醇与π-不饱和反应物之间的氢交换在产生氢-羟基烷基化产物的过程中产生亲电-亲核对,代表了甲醇C-H键功能化的直接方法。
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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发表时间: 2009
影响因子: 16.6
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