大学化学 >> 2018, Vol. 33 >> Issue (12): 113-120.doi: 10.3866/PKU.DXHX201811001

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基础有机化学中立体电子效应

吕萍*(),王彦广   

  • 收稿日期:2018-11-02 发布日期:2018-12-14
  • 通讯作者: 吕萍 E-mail:pinglu@zju.edu.cn

Stereoelectronic Effects in Fundamental Organic Chemistry

Ping LÜ*(),Yanguang WANG   

  • Received:2018-11-02 Published:2018-12-14
  • Contact: Ping LÜ E-mail:pinglu@zju.edu.cn

摘要:

阐述了基础有机化学的立体电子效应概念,及其在共价键形成、共振结构、碳正离子重排、烯醇负离子形成、双分子饱和碳原子亲核取代反应、卤代环己烷消除反应、环己烯亲电加成反应中的应用。

关键词: 立体化学, 立体电子效应, 轨道方向性

Abstract:

This article describes the concept of stereoelectronic effects in fundamental organic chemistry and summarizes such specific phenomenon through formation of covalent bonds, resonance structures, rearrangement of carbocations, formation of enolate anions, bimolecular nucleophilic substitution of haloalkanes, elimination of halocyclohexanes, and electrophilic addition of cyclohexenes.

Key words: Stereochemistry, Stereoelectronic effect, Orbital orientation

MSC2000: 

  • G64