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Issue 59, 2013
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Pnictogen-directed synthesis of discrete disulfide macrocycles

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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

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Article information


Submitted
10 May 2013
Accepted
04 Jun 2013
First published
05 Jun 2013

Chem. Commun., 2013,49, 6599-6601
Article type
Communication

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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