Issue 8, 2011

Rational design of BINOL-based diimidazolyl ligands: homochiral channel-like mono-component organic frameworks by hydrogen-bond-directed self-assembly

Abstract

We have developed a synthetic strategy to selectively incorporate the imidazole ring into the 1,1′-bi-2-naphthol (BINOL) skeleton at the different position. The resulting conformationally rigid BINOL-based diimidazolyl ligands bearing both hydrogen-bond-acceptors and -donators can self-assemble into homochiral channel-like mono-component organic frameworks via intermolecular O–H⋯N hydrogen bonds between the phenolic hydroxyl group and the N2 or N4 atom of the imidazole ring.

Graphical abstract: Rational design of BINOL-based diimidazolyl ligands: homochiral channel-like mono-component organic frameworks by hydrogen-bond-directed self-assembly

Supplementary files

Article information

Article type
Communication
Submitted
06 Jan 2011
Accepted
22 Feb 2011
First published
23 Feb 2011

Org. Biomol. Chem., 2011,9, 2618-2621

Rational design of BINOL-based diimidazolyl ligands: homochiral channel-like mono-component organic frameworks by hydrogen-bond-directed self-assembly

L. Yang, F. Yang, J. Lan, G. Gao, J. You and X. Su, Org. Biomol. Chem., 2011, 9, 2618 DOI: 10.1039/C1OB00026H

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