Stable pseudo[3]rotaxanes with strong positive binding cooperativity based on shape-persistent aromatic oligoamide macrocycles

Thomas A. Sobiech; Yulong Zhong; Laura S. Sánchez B.; Brice Kauffmann; Jillian K. McGrath; Christina Scalzo; Daniel P. Miller; Ivan Huc; Eva Zurek; Yann Ferrand; Bing Gong

doi:10.1039/D1CC05193H

Stable pseudo[3]rotaxanes with strong positive binding cooperativity based on shape-persistent aromatic oligoamide macrocycles†‡

Thomas A. Sobiech,§^a Yulong Zhong,§^a Laura S. Sánchez B.,^b Brice Kauffmann,

^c Jillian K. McGrath,^a Christina Scalzo,^a Daniel P. Miller,

^b Ivan Huc,

^d Eva Zurek,

^a Yann Ferrand^c and Bing Gong

*^a

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* Corresponding authors

^a Department of Chemistry, University at Buffalo, the State University of New York, Buffalo, New York 14260, USA
E-mail: bgong@buffalo.edu

^b Department of Chemistry 151 Hofstra University 106F Berliner Hall Hempstead, NY 11549, USA

^c Institut Européen de Chimie et Biologie, UMS3011/US001 CNRS, Inserm, Université de Bordeaux, 2 rue Robert Escarpit, F-33600 Pessac, France

^d Department Pharmazie, Ludwig-Maximilians-Universität München, Butenandtstraße 5-13, D-81377 Munich, Germany

Abstract

New aromatic oligoamide macrocycles with C₃-symmetry bind a bipyridinium guest (G) to form compact pseudo[3]rotaxanes involving interesting enthalpic and entropic contributions. The observed high stabilities and strong positive binding cooperativity are found in few other host–guest systems.

This article is part of the themed collection: Host-Guest Chemistry

Chemical Communications

Stable pseudo[3]rotaxanes with strong positive binding cooperativity based on shape-persistent aromatic oligoamide macrocycles†‡

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Stable pseudo[3]rotaxanes with strong positive binding cooperativity based on shape-persistent aromatic oligoamide macrocycles

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