Expanding the Boundaries of Water-Tolerant Frustrated Lewis Pair Hydrogenation: Enhanced Back Strain in the Lewis Acid Enables the Reductive Amination of Carbonyls

被引：58

作者：

Dorko, Eva ^{[1
]}

Szabo, Mark ^{[2
]}

Kotai, Bianka ^{[1
]}

Papai, Imre ^{[1
]}

Attila Domjan ^{[2
]}

Tibor Soos ^{[1
]}

机构：

[1] Hungarian Acad Sci, Res Ctr Nat Sci, Inst Organ Chem, Magyar Tudosok Korutja 2, H-1117 Budapest, Hungary

[2] Hungarian Acad Sci, NMR Res Lab IC, Res Ctr Nat Sci, Magyar Tudosok Korutja 2, H-1117 Budapest, Hungary

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2017年 / 56卷 / 32期

关键词：

boron; frustrated Lewis pairs; reductive amination; strained molecules; water tolerance; CATALYTIC-HYDROGENATION; DIHYDROGEN ACTIVATION; STERIC STRAINS; ALDEHYDES; KETONES; AMINES; IRON; B(C6F5)(3); REACTIVITY; CHEMISTRY;

D O I：

10.1002/anie.201703591

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The development of a boron/nitrogen-centered frustrated Lewis pair (FLP) with remarkably high water tolerance is presented. As systematic steric tuning of the boron-based Lewis acid (LA) component revealed, the enhanced back-strain makes water binding increasingly reversible in the presence of relatively strong base. This advance allows the limits of FLP's hydrogenation to be expanded, as demonstrated by the FLP reductive amination of carbonyls. This metal-free catalytic variant displays a notably broad chemo-selectivity and generality.

引用

页码：9512 / 9516

页数：5

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