Relative reactivity and selectivity of vinyl sulfones and acrylates towards the thiol-Michael addition reaction and polymerization

Relative reactivity and selectivity of vinyl sulfones and acrylates towards the thiol-Michael addition reaction and polymerization
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DOI:
10.1039/c2py20826a
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发表时间:
2013-01-01
期刊:
影响因子:
4.6
通讯作者:
Bowman, Christopher N.
Bowman, Christopher N.
中科院分区:
化学2区
文献类型:
--
作者:
Chatani, Shunsuke;Nair, Devatha P.;Bowman, Christopher N.

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本文详细研究了乙烯基砜和丙烯酸酯在碱和亲核试剂催化的硫醇-迈克尔加成反应中的反应活性、选择性和动力学。乙烯基砜在丙烯酸酯存在下与硫醇选择性地且更快速地反应,这清楚地由己基乙烷(HT)、乙基乙烯基砜(EVS)和丙烯酸己酯(HA)以2:1:1的摩尔比的反应指示。EVS以最小的消耗实现100%转化(
The reactivity, selectivity and kinetics of vinyl sulfones and acrylates in base and nucleophile-catalyzed thiol-Michael addition reactions were examined in detail in this study. The vinyl sulfones react selectively and more rapidly with thiols in the presence of acrylates, which was clearly indicated from reactions of hexanethiol (HT), ethyl vinyl sulfone (EVS) and hexyl acrylate (HA) at a molar ratio of 2 : 1 : 1. EVS reaches 100% conversion with minimal consumption (