J. Am. Chem. Soc., 130 (17), 56405641, 2008. 10.1021/ja800734b
Web Release Date: April 3, 2008

Copyright © 2008 American Chemical Society

Rational Design and Gas-Phase Characterization of Molecular Capsules by Self-Assembly of a Symmetric Hexasubstituted Benzene with Seven-Membered Lactams

Pierre Baillargeon and Yves L. Dory*

Laboratoire de Synthèse Supramoléculaire, Département de Chimie, Institut de Pharmacologie, Université de Sherbrooke, 3001, 12e avenue nord, Sherbrooke Québec J1H 5N4, Canada

yves.dory@usherbrooke.ca

Received January 31, 2008

Abstract:

A novel very simple C3-symmetric lactam has been rationally designed to self-assemble as dimers or larger platonic solid capsules. Its core flat benzene ring bears three seven-membered lactams, resulting in tripod molecules that aggregate into robust tetrameric capsules. The self-assembly process was templated by tetraethylammonium cations and proven to be reversible by ESI spectroscopy in various solvents.

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