Synthesis of a D3-symmetric “trefoil” knotted cyclophane

Karla I. Arias; Eli Zysman-Colman; Jon C. Loren; Anthony Linden; Jay S. Siegel

doi:10.1039/C1CC11209K

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Synthesis of a D₃-symmetric “trefoil” knotted cyclophane†

Karla I. Arias,^a Eli Zysman-Colman,^b Jon C. Loren,^c Anthony Linden^a and Jay S. Siegel*^a

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* Corresponding authors

^a Organisch-chemisches Institut, Universität Zürich, Winterthurerstrasse 190, Zürich, Switzerland
E-mail: jss@oci.uzh.ch
Fax: +41 44-635-6888

^b Faculté des Sciences, Université de Sherbrooke, 2500 Blvd de l'Université, Sherbrooke J1K 2R1, Canada

^c Dept of Medicinal Chemistry, The Genomics Institute of the Novartis Research Foundation, 10675 John Jay Hopkins Dr, San Diego, CA, USA

Abstract

A D₃-symmetric knotted cyclophane, with a subgraph of trefoil topology, was synthesized by cyclization of a D₃-symmetric scaffold. Control of configuration at the three metal-based stereocenters arises from a bascule/pivot mechanism.

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Article information

DOI: https://doi.org/10.1039/C1CC11209K
Article type: Communication
Submitted: 28 Feb 2011
Accepted: 04 May 2011
First published: 23 May 2011

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Chem. Commun., 2011,47, 9588-9590

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Synthesis of a D₃-symmetric “trefoil” knotted cyclophane

K. I. Arias, E. Zysman-Colman, J. C. Loren, A. Linden and J. S. Siegel, Chem. Commun., 2011, 47, 9588 DOI: 10.1039/C1CC11209K

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