Issue 10, 1998

Reversible synthesis of π-associated [2]catenanes by ring-closing metathesis: towards dynamic combinatorial libraries of catenanes

Abstract

Ring-closing metathesis of aromatic diimides substituted with olefin-terminated alkyl chains in the presence of a dinaphtho crown ether affords neutral [2]catenanes. Templating π-donor/π-acceptor interactions are exploited to drive mechanical interlocking and favour production of the more thermodynamically stable catenane products. Structure proof was provided by single-crystal X-ray synchrotron diffraction of a representative catenane.

Article information

Article type
Paper

New J. Chem., 1998,22, 1019-1021

Reversible synthesis of π-associated [2]catenanes by ring-closing metathesis: towards dynamic combinatorial libraries of catenanes

D. G. Hamilton, N. Feeder, S. J. Teat and J. K. M. Sanders, New J. Chem., 1998, 22, 1019 DOI: 10.1039/A805505J

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