Issue 59, 2013

Pnictogen-directed synthesis of discrete disulfide macrocycles

Abstract

Cyclic disulfide macrocycles were rapidly synthesized cleanly and selectively from rigid dithiols via oxidation with iodine when activated by pnictogen additives (As and Sb). Macrocycles were confirmed by 1H-NMR spectroscopy and X-ray crystallography. A p-xylyl-based disulfide trimer and tetramer crystallized in hollow, stacked columns stabilized by intermolecular, sulfur⋯sulfur close contacts.

Graphical abstract: Pnictogen-directed synthesis of discrete disulfide macrocycles

Supplementary files

Article information

Article type
Communication
Submitted
10 May 2013
Accepted
04 Jun 2013
First published
05 Jun 2013

Chem. Commun., 2013,49, 6599-6601

Pnictogen-directed synthesis of discrete disulfide macrocycles

M. S. Collins, M. E. Carnes, A. C. Sather, O. B. Berryman, L. N. Zakharov, S. J. Teat and D. W. Johnson, Chem. Commun., 2013, 49, 6599 DOI: 10.1039/C3CC43524E

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