Metal mediated C-S rupture of heterocyclic thioamides: in situ generation of 2,2'-thio-di-2-imidazoline, 1,1'-dimethyl-2,2'-di-imidazolylsulfide, SO4(2-) and their variable coordination to Cu(II)

Dalton Trans. 2010 Sep 14;39(34):7870-2. doi: 10.1039/c0dt00252f. Epub 2010 Jul 30.

Abstract

Reactions of copper(I) halides with imidazolidine-2-thione and 1-methyl-1,3-imidazoline-2-thione in dmso involved C-S rupture in aerobic conditions and yielded a sulfate bridged polymer, [Cu(II){eta(2)-N,N-(N(2)C(3)H(5))(2)S}(mu-O,OSO(2))(eta(1)-OH(2))](n) 1 and a sulfate chelated monomer, [Cu(II){eta(2)-N,N-(N(2)C(4)H(5))(2)S}(eta(2)-O,OSO(2))(eta(1)-OH(2))] 2 {N,N-(N(2)C(3)H(5))(2)S = 2,2'-thio-di-2-imidazoline, N,N-(N(2)C(4)H(5))(2)S = 1,1'-dimethyl-2,2'-di-imidazolyl sulfide}. This variable coordination behavior of in situ generated sulfate is unprecedented in the literature.

Publication types

  • Letter
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Copper / chemistry*
  • Hydrogen Bonding
  • Imidazolines / chemistry*
  • Ions / chemistry
  • Metals
  • Models, Molecular
  • Molecular Structure
  • Polymers / chemistry
  • Sulfides / chemistry*
  • Thioamides / chemistry*

Substances

  • Imidazolines
  • Ions
  • Metals
  • Polymers
  • Sulfides
  • Thioamides
  • Copper