Issue 14, 2012

Lithiation of η6-fluorobenzenetricarbonylchromium(0) and reaction with dialkyl disulfides: synthesis of η6-1,2-bis- and 1,2,3-tris-alkylsulfanylbenzenetricarbonylchromium(0) complexes

Abstract

Directed lithiation of η6-fluorobenzenetricarbonylchromium(0) and reaction with dialkyl disulfides affords η6-1,2-bis-alkylsulfanylbenzenetricarbonylchromium(0) complexes by electrophilic addition of an alkylthio group at C-2 of the benzene ring, and subsequent SNAr reaction with displacement of fluoride by the alkanethiolate generated in the first step. 1,2,3-tris-Alkylsulfanylbenzene complexes are formed as by-products. The structures of four of the new complexes have been confirmed by X-ray crystallography, one using synchrotron radiation.

Graphical abstract: Lithiation of η6-fluorobenzenetricarbonylchromium(0) and reaction with dialkyl disulfides: synthesis of η6-1,2-bis- and 1,2,3-tris-alkylsulfanylbenzenetricarbonylchromium(0) complexes

Supplementary files

Article information

Article type
Paper
Submitted
31 Mar 2012
Accepted
24 Apr 2012
First published
25 Apr 2012

RSC Adv., 2012,2, 6049-6056

Lithiation of η6-fluorobenzenetricarbonylchromium(0) and reaction with dialkyl disulfides: synthesis of η6-1,2-bis- and 1,2,3-tris-alkylsulfanylbenzenetricarbonylchromium(0) complexes

H. Woolford, M. R. J. Elsegood and G. W. Weaver, RSC Adv., 2012, 2, 6049 DOI: 10.1039/C2RA20592K

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