Halogen Bonding in Organic Synthesis and Organocatalysis

Halogen Bonding in Organic Synthesis and Organocatalysis
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DOI:
10.1002/chem.201601844
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发表时间:
2016-10-01
影响因子:
4.3
通讯作者:
Huber, Stefan M.
Huber, Stefan M.
中科院分区:
化学2区
文献类型:
--
作者:
Bulfield, David;Huber, Stefan M.

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卤素键合是一种类似于氢键的非共价相互作用,其基于亲电卤素取代基。基于氢键的有机催化是一种成熟的策略,近年来已经发现了许多应用。鉴于此,卤素键合最近被引入作为用于设计活化剂或有机催化剂的关键相互作用,其是对氢键的补充。这个概念的特点讨论的历史和电子的卤素键合的起源,总结了所有相关的例子,其应用在有机催化,并提供了一个概述阳离子或多氟卤素键供体在卤化物提取反应或中性有机底物的活化。
Halogen bonding is a noncovalent interaction similar to hydrogen bonding, which is based on electrophilic halogen substituents. Hydrogen-bonding-based organocatalysis is a well-established strategy which has found numerous applications in recent years. In light of this, halogen bonding has recently been introduced as a key interaction for the design of activators or organocatalysts that is complementary to hydrogen bonding. This Concept features a discussion on the history and electronic origin of halogen bonding, summarizes all relevant examples of its application in organocatalysis, and provides an overview on the use of cationic or polyfluorinated halogen-bond donors in halide abstraction reactions or in the activation of neutral organic substrates.