Issue 2, 2016

Synthesis of linear [5]catenanes via olefin metathesis dimerization of pseudorotaxanes composed of a [2]catenane and a secondary ammonium salt

Abstract

[5]Catenanes were synthesized by olefin metathesis dimerization. The reaction of pseudorotaxanes, which were derived from a [2]catenane and one equivalent of an ammonium salt bearing two terminal olefins in dichloromethane, with a catalytic amount of Grubbs catalyst afforded linear [5]catenanes in 12% yield. Intermolecular and intramolecular olefin metathesis reactions were controlled by the length of the alkyl chain of the ammonium salts.

Graphical abstract: Synthesis of linear [5]catenanes via olefin metathesis dimerization of pseudorotaxanes composed of a [2]catenane and a secondary ammonium salt

Supplementary files

Article information

Article type
Communication
Submitted
09 Sep 2015
Accepted
21 Oct 2015
First published
22 Oct 2015

Chem. Commun., 2016,52, 319-322

Synthesis of linear [5]catenanes via olefin metathesis dimerization of pseudorotaxanes composed of a [2]catenane and a secondary ammonium salt

H. Iwamoto, S. Tafuku, Y. Sato, W. Takizawa, W. Katagiri, E. Tayama, E. Hasegawa, Y. Fukazawa and T. Haino, Chem. Commun., 2016, 52, 319 DOI: 10.1039/C5CC07562A

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