Reactivity of zinc dialkyldithiocarbamates towards halogen-substituted olefins

✍ Scribed by P. Versloot; P. Dargan; J. G. Haasnoot; J. Reedijk; M. van Duin; J. Put; K. Goubitz

• Book ID: 104589516
• Publisher: Elsevier Science
• Year: 2010
• Tongue: English
• Weight: 450 KB
• Volume: 112
• Category: Article
• ISSN: 0165-0513
• DOI: 10.1002/recl.19931120502

✦ Synopsis

Abstract

The reaction of bis(dimethyldithiocarbamato)zinc(II) [Zn(dmtc)~2~] with halogen‐substituted 2,3‐dimethyl‐2‐butene (e.g., 1‐bromo‐2,3‐dimethyl‐2‐butene; tme‐Br) causes substitution of bromide by the dmtc ligands. Depending on the polarity of the solvent, this results either in a complex ZnBr~2~ (tme‐dmtc)~2~, in which the coupling product remains coordinated to the metal, or in the liberation of the ligand, producing ZnBr~2~ and tme‐dmtc. Crystals of tme‐dmtc have been obtained from methanol solution. An X‐ray structure of this solid has been determined; relevant data: C~9~H~17~NS~2~, M~r~ = 204.4, monoclinic, __P__2~1~, a = 8.2087(5), b = 7.3551(5), c = 10.2791(8) Å, β = 106.437(6)°, V = 595.25(8) Å^3^, Z = 2, D~x~ = 1.14 g·cm^−3^, λ(CuKα) = 1.5418 Å, μ(CuKα) = 36.25 cm^−1^, F(000) = 222, room temperature. Final R = 0.069 for 853 observed reflections.