Issue 22, 2013

Four-component assembly in the crystalline state driven by amidinium–carboxylate salt bridge formation from an aqueous solution

Abstract

A series of diamidine dihydrochlorides was prepared utilizing a spacer unit to control the distance between the two amidinium groups. The introduction of two amidinium groups to the 1,8-position of each spacer unit (i.e., 9,10-dihydroanthracene, anthracene, biphenylene) can control the direction of formation of a self-assembled structure. The fine-tuning of the distances between the two amidinium groups in the spacer units can help control the stabilizing interactions of two carboxylic acid units (intermolecular attraction) after the four-component assembly (see Scheme 1). Based on this concept, we succeeded in the formation of a four-component box-like assembled structure using amidinium–carboxylate salt bridge formation in the crystalline state from aqueous solutions.

Graphical abstract: Four-component assembly in the crystalline state driven by amidinium–carboxylate salt bridge formation from an aqueous solution

Supplementary files

Article information

Article type
Paper
Submitted
12 ก.พ. 2556
Accepted
03 เม.ย. 2556
First published
04 เม.ย. 2556

Org. Biomol. Chem., 2013,11, 3692-3698

Four-component assembly in the crystalline state driven by amidinium–carboxylate salt bridge formation from an aqueous solution

T. Kusukawa, K. Matsumoto, H. Nakamura, W. Iizuka, K. Toyama and S. Takeshita, Org. Biomol. Chem., 2013, 11, 3692 DOI: 10.1039/C3OB40309B

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