An alternate energy-conserved pathway for the Morita-Baylis-Hillman reaction

被引：0

作者：

Yadav, Veejendra K. ^{[1
]}

机构：

[1] Indian Inst Technol, Dept Chem, Kanpur 208016, Uttar Pradesh, India

来源：

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY | 2021年 / 34卷 / 03期

关键词：

Hofmann elimination; Morita-Baylis-Hillman reaction; proton-transfer; ACRYLIC COMPOUNDS; MECHANISM; SOLVENT;

D O I：

10.1002/poc.4149

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An new overall lower energy pathway for the amine-catalyzed Morita-Baylis-Hillman reaction is proposed from computations at the M06-2X/6-311++G(d,p) level of theory. The pathway involves proton-transfer from the ammonium ion to the alkoxide formed from the aldol reaction through a seven-membered ring transition state structure followed by highly exothermic Hofmann elimination through a five-membered ring transition state structure to form the product and also release the catalyst to carry on with the process all over again.

引用

页数：4

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