Pnictogen-directed synthesis of discrete disulfide macrocycles

Mary S. Collins, Matthew E. Carnes, Aaron C. Sather, Orion B. Berryman, Lev N. Zakharov, Simon J. Teat, Darren W. Johnson

Research output: Contribution to journalArticlepeer-review

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.

Original languageEnglish
Pages (from-to)6599-6601
Number of pages3
JournalChemical Communications
Volume49
Issue number59
DOIs
StatePublished - Jun 27 2013

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