T.T. thanks the Alexander von Humboldt Foundation for a research fellowship. We thank Prof. Dr. W. Mader for technical assistance (TEM). Financial support from the DFG (SFB 624 “Templates”) is gratefully acknowledged.
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Communication
Pyridine-Bridged Benzimidazolium Salts: Synthesis, Aggregation, and Application as Phase-Transfer Catalysts†
Article first published online: 6 AUG 2008
DOI: 10.1002/anie.200801628
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 47, Issue 37, pages 7127–7131, September 1, 2008
Additional Information
How to Cite
Tu, T., Assenmacher, W., Peterlik, H., Schnakenburg, G. and Dötz, K. (2008), Pyridine-Bridged Benzimidazolium Salts: Synthesis, Aggregation, and Application as Phase-Transfer Catalysts. Angew. Chem. Int. Ed., 47: 7127–7131. doi: 10.1002/anie.200801628
- †
Publication History
- Issue published online: 27 AUG 2008
- Article first published online: 6 AUG 2008
- Manuscript Received: 7 APR 2008
Funded by
- Alexander von Humboldt Foundation
- DFG. Grant Number: SFB 624
Keywords:
- aggregation;
- benzimidazolium salts;
- gels;
- phase-transfer catalysis;
- self-assembly
Simply structured benzimidazolium salts efficiently gelate a variety of polar organic solvents. π-Stacking, hydrogen bonding, and van der Waals interactions are responsible for the self-assembly process. A packing model is deduced from the single crystal structure of gelator 1. Fiber aggregates of benzimidazolium salts in acetonitrile are efficient phase-transfer catalysts (PTCs) for N-alkylation.