On the origin of base concentration effect on stereo- and regioselectivity in alkoxide-promoted E2 reactions: A consequence of substrate solvation by metal ions-Reference-Cited by-同舟云学术

On the origin of base concentration effect on stereo- and regioselectivity in alkoxide-promoted E2 reactions: A consequence of substrate solvation by metal ions

Published:1990 Issue:3 Volume:55 Page:695-703
ISSN:0010-0765
Container-title:Collection of Czechoslovak Chemical Communications
language:en
Short-container-title:Collect. Czech. Chem. Commun.

Author:

Závada Jiří,Pánková Magdalena,Vítek Antonín

Abstract

The title problem has been investigated in the reaction of 2-decyl bromide with t-C4H9OK/t-C4H9OH system employing 18-crown-6 ether and an "inert" salt (t-C4H9OLi) as mechanistic probes. From olefin-distribution data and a subsidiary kinetic evidence it has been inferred that the investigated effect originates from a concentration-dependent substrate solvation by metal ions in the transition state.

Publisher

Institute of Organic Chemistry & Biochemistry

Subject

General Chemistry

Cited by 4 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

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2. Using secondary alpha deuterium kinetic isotope effects to determine the stereochemistry of an E2 reaction; the stereochemistry of the E2 reaction of 1-chloro-2-phenylethane with potassium tert-butoxide in tert-butyl alcohol;CAN J CHEM;2001

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