4.4 Article

A double ring-closing olefin metathesis approach to [3]catenanes

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 18, Pages 2946-2950

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.03.012

Keywords

catenane; macrocycle; pseudorotaxane; ring-closing metathesis

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A [3]catenane with peripheral olefinic macrocycles was conveniently synthesized via a double ring-closing olefin metathesis. Highlights of this work include the synthesis of a 65-membered macrocycle featuring two phenanthroline ligands, a Cu(1)-templated synthesis of a [3]pseudorotaxane, and the key double ring-closing olefin metathesis to afford the desired [3]catenane in 71% yield. (c) 2008 Elsevier Ltd. All rights reserved.

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