Catalytic deuterium exchange reactions with organics. LXX. The deuteration of alkyl hydrogens in the short-chain alkylbenzenes using homogeneous platinum and heterogeneous platinum and nickel catalysts

Author:

Garnett JL,Kenyon RS

Abstract

The mechanism of deuterium exchange in the short-chain alkylbenzenes has been studied using a homogeneous sodium tetrachloroplatinate catalyst in acetic acid solution. Carbon-14 labelled ethylbenzene has been synthesized and used to differentiate between previously proposed mechanisms. When deuteration of the side chain in ethylbenzene occurs, there is no scrambling of the α and β carbon atoms, thus eliminating the role of a symmetrically coordinated ethylene group previously proposed. This conclusion is confirmed by theoretical calculations of the exchange in ethylbenzene. The ethyl group in ethylbenzene derivatives deuterates with a low multiple character. These results from the homogeneous platinum system have been compared with corresponding data using heterogeneous platinum and nickel catalysts. Analogous intermediates are shown to be capable of existing in both homogeneous and heterogeneous systems, and are postulated to be general π-complexes for aromatic deuteration and π-allylic species for alkyl group exchange.

Publisher

CSIRO Publishing

Subject

General Chemistry

Cited by 26 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

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3