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第九讲五价碳?E2,SN1,E1

Lecture 9 - Pentavalent Carbon? E2, SN1, E1
课程网址: http://videolectures.net/yalespan125bs2011_mcbride_lec09/  
主讲教师: J. Michael McBride
开课单位: 耶鲁大学
开课时间: 2014-08-19
课程语种: 英语
中文简介:
对那些被设计成有利于五个键的碳的分子的初步X射线分析似乎表明,在SN2反应中可能存在五价中间体,但对这些结构的进一步分析表明恰恰相反。然而,在这种环境中,硼可以是五价的。E2、SN1和E1机制与SN2反应竞争。动力学同位素效应、立体化学和区域化学阐明了控制E2消除的因素。E2和SN2机制之间的竞争影响合成方案的设计,包括亲核碳分子发挥重要作用的方案。SN1和E1反应涉及碳阳离子中间体,因此碳骨架可能会重新排列。
课程简介: Preliminary X-ray analysis of molecules that have been designed to favor a carbon with five bonds seemed to suggest the possibility of a pentavalent intermediate in SN2 reactions, but further analysis of these structures showed just the opposite. Boron, however, can be pentavalent in such an environment. E2, SN1 and E1 mechanisms compete with the SN2 reaction. Factors controlling E2 eliminations are illuminated by kinetic isotope effects, stereochemistry, and regiochemistry. The competition between E2 and SN2 mechanisms influence the design of synthetic schemes, including those in which carbon nucleophiles play an important role. SN1 and E1 reactions involve carbocation intermediates and thus the possibility that the carbon skeleton will rearrange.
关 键 词: 五个键的碳; 五价中间体; 亲核碳分子
课程来源: 视频讲座网
数据采集: 2021-11-19:zkj
最后编审: 2021-11-19:zkj
阅读次数: 60