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Issue 2, 2016
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Synthesis of linear [5]catenanes via olefin metathesis dimerization of pseudorotaxanes composed of a [2]catenane and a secondary ammonium salt

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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

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Publication details

The article was received on 09 Sep 2015, accepted on 21 Oct 2015 and first published on 22 Oct 2015


Article type: Communication
DOI: 10.1039/C5CC07562A
Citation: Chem. Commun., 2016,52, 319-322
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    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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