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通过烯烃复分解反应实现魔环连环化

Magic ring catenation by olefin metathesis.

作者信息

Guidry Erin N, Cantrill Stuart J, Stoddart J Fraser, Grubbs Robert H

机构信息

The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, California Institute of Technology, Pasadena, California 91125, USA.

出版信息

Org Lett. 2005 May 26;7(11):2129-32. doi: 10.1021/ol050463f.

Abstract

[reaction: see text]. Olefin metathesis has been employed in the efficient syntheses of a [2]catenane with the templation being provided by the recognition between a secondary ammonium ion and a crown ether. In one approach, a crown ether precursor has been clipped around an NH2+ center situated in a macrocyclic ring, yielding the mechanically interlocked compound. In the other approach, the reversible nature of olefin metathesis allows for a magic ring synthesis to occur wherein two free macrocycles can be employed as the stationary materials, leading to the formation of the same [2]catenane.

摘要

[反应:见正文]。烯烃复分解反应已被用于高效合成一种[2]连环烷,其中仲铵离子与冠醚之间的识别作用提供了模板作用。在一种方法中,冠醚前体被夹在位于大环中的NH2+中心周围,生成机械互锁化合物。在另一种方法中,烯烃复分解反应的可逆性质使得能够发生魔环合成,其中两个游离大环可作为起始原料,从而导致形成相同的[2]连环烷。

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