V2EX sigmatropic

Sigmatropic

Definition / 释义

sigmatropic(形容词)σ(sigma)迁移的、σ迁移重排的。用于有机化学中,指一种周环反应(pericyclic reaction):一个σ键在分子内部“迁移”到新的位置,同时伴随π键体系的重排(常用 [i,j] 表示迁移方式,如 [3,3]-sigmatropic rearrangement)。

Pronunciation / 发音

/smtrpk/

Examples / 例句

A sigmatropic rearrangement can happen when you heat the molecule.
加热时,分子可能发生σ迁移重排。

Under thermal conditions, a [3,3]-sigmatropic shift proceeds through a concerted pericyclic pathway, reorganizing sigma and pi bonds in one step.
在热条件下,[3,3] σ迁移通常通过协同的周环途径进行,一步完成σ键与π键的重组。

Etymology / 词源

该词由 sigma(σ)-tropic 构成:sigma 指“σ键”,而 -tropic 源自希腊语 tropos(“转向、变化”),合起来表达“σ键生转移/改变位置”这一反应特征。

Related Words / 相关词

Literary Works / 文学与著作例证

  • March’s Advanced Organic Chemistry(常在“周环反应/σ迁移重排”章节中出现)
  • Organic Chemistry(Clayden, Greeves & Warren;讨论 Claisen/Cope 等 sigmatropic 重排)
  • Advanced Organic Chemistry(Carey & Sundberg;周环反应与 sigmatropic 迁移)
  • Woodward & Hoffmann 相关论文与论述(阐释周环反应选择性规则,常涉及 sigmatropic 重排)
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