Pnictogen-directed synthesis of discrete disulfide macrocycles

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 (1)H-NMR spectroscopy and X-ray crystallography. A p-xylyl-based disulfide trimer and tetramer...

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Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2013-07, Vol.49 (59), p.6599-6601
Hauptverfasser:	Collins, Mary S, Carnes, Matthew E, Sather, Aaron C, Berryman, Orion B, Zakharov, Lev N, Teat, Simon J, Johnson, Darren W
Format:	Artikel
Sprache:	eng
Schlagworte:	Antimony Antimony - chemistry Arsenic - chemistry Cleaning Crystallization Crystallography, X-Ray Disulfides Disulfides - chemical synthesis Disulfides - chemistry Macrocyclic compounds Macrocyclic Compounds - chemical synthesis Macrocyclic Compounds - chemistry Models, Molecular Molecular Structure Spectroscopy Synthesis Trimers X-rays
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Beschreibung
Zusammenfassung:	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 (1)H-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.
ISSN:	1359-7345 1364-548X
DOI:	10.1039/c3cc43524e