A novel method for the preparation of unsymmetrical bis (di- and trisulfides) via trityl sulfenyl chlorides: Precursors for cyclic polysulfides

When triphenylmethanesulfenyl chloride 6 [(C 6 H 5 ) 3 CSCl] and its thio homologue 7 [(C 6 H 5 ) 3 CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by 1 H and 13 C NMR as well as by elemental analysis. T...

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Bibliographic Details
Published in:Journal of sulfur chemistry 2007-06, Vol.28 (3), p.251-258
Main Authors: Abu-Yousef, Imad A., Rys, Andrzej Z., Harpp, David N.
Format: Article
Language:English
Subjects:
Cyclic polysulfides
Dimethanethiol
Disulfides
Methanesulfenyl chloride
Methanethiosulfenyl chloride
Methylenedithiotrityl
Methylenetrithiotrityl
Trisulfides
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Summary:When triphenylmethanesulfenyl chloride 6 [(C 6 H 5 ) 3 CSCl] and its thio homologue 7 [(C 6 H 5 ) 3 CSSCl] were treated with dithiols, unsymmetrical bis(di- and trisulfides) 11 and 12 were produced in high yields. Final products were determined by 1 H and 13 C NMR as well as by elemental analysis. The X-ray crystallographic structures of p-di(methylenedithiotrityl)benzene 11a and p-di(methylenetrithiotrityl)benzene 12a were obtained. In addition, cyclic polysulfide 13 was produced in high isolated yield via 11c.
ISSN:1741-5993
1741-6000
DOI:10.1080/17415990701245065