Synthesis of Copper(I) Thiolate Complexes in the Thioetherification of Aryl Halides.

ABSTRACT: The copper(I) thiophenolato complexes 1-3 containing 1,10-phenanthroline (phen) and 2,9-dimethyl-1,10-phenanthroline (Me(2)phen) were isolated in excellent yields from reactions of [CuOtBu](4) with the dative ligands and subsequent addition of 1 equiv of arylthiol and characterized spectroscopically. X-ray structural analysis of a single crystal of [(phen)Cu(µ-SC(6)H(5))](2) (1) revealed that this complex adopts a neutral dimeric form with a weak Cu-Cu bonding interaction. These complexes were found to react with iodoarenes to form aryl sulfide products. The intermediacy of such complexes in copper-catalyzed thioetherification of aryl halides was demonstrated by the reactivity with p-tolyl iodide and o-tolyl iodide to form two aryl thioethers with selectivities similar to those of catalyti

SUBMITTER: Chen C 

PROVIDER: S-EPMC3540417 | biostudies-literature | 2012 Nov

REPOSITORIES: biostudies-literature