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Issue 20, 2010
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Synthesis and solid state structure of a hydrazone-disulfide macrocycle and its dynamic covalent ring-opening under acidic and basic conditions

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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

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Publication details

The article was received on 04 Jun 2010, accepted on 08 Jul 2010 and first published on 20 Aug 2010


Article type: Paper
DOI: 10.1039/C0OB00214C
Citation: Org. Biomol. Chem., 2010,8, 4617-4624
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    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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