Issue 20, 2010

Synthesis and solid state structure of a hydrazone-disulfidemacrocycle and its dynamic covalent ring-opening under acidic and basic conditions

Abstract

The synthesis and characterisation, including solid state structure, of a macrocycle containing both a hydrazone and a disulfide linkage is described. Selective ring-opening of the macrocycle under thermodynamic control could be achieved at either the disulfide or the hydrazone linkage by applying mutually exclusive sets of reaction conditions.

Graphical abstract: Synthesis and solid state structure of a hydrazone-disulfide macrocycle and its dynamic covalent ring-opening under acidic and basic conditions

Supplementary files

Article information

Article type
Paper
Submitted
04 Jun 2010
Accepted
08 Jul 2010
First published
20 Aug 2010

Org. Biomol. Chem., 2010,8, 4617-4624

Synthesis and solid state structure of a hydrazone-disulfide macrocycle and its dynamic covalent ring-opening under acidic and basic conditions

M. von Delius, E. M. Geertsema, D. A. Leigh and A. M. Z. Slawin, Org. Biomol. Chem., 2010, 8, 4617 DOI: 10.1039/C0OB00214C

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