Pyridine-Bridged Benzimidazolium Salts: Synthesis, Aggregation, and Application as Phase-Transfer Catalysts

Authors


  • 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.

Abstract

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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.

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