title: Oxidative Dimerization of Silylallenes via Activation of the Allenic C(sp(2))-H Bond Catalyzed by Copper(I) Chloride and N-Hydroxyphthalimide.
abstract: Novel oxidative dimerization of silylallenes is described. Treatment of silylallenes with a catalytic amount of copper(I) chloride, a substoichiometric amount of N-hydroxyphthalamide, and a stoichiometric amount of a terminal oxidant diacetoxyiodobenzene afforded head-to-head dimers as the main products. Silyallenes containing a small ring afforded only dimers, whereas as the ring size increased 1,3-enynes became more favorable products. For silylallenes containing an acyclic substituent, dimer formation is a norm with exceptions where N-hydroxyphthalimide reacts at the propargylic center to generate the corresponding aminoxy ethers.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Venkata R
authors.initials: VR
authors.lastname: Sabbasani
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607, United States.
authors.forename: Daesung
authors.initials: D
authors.lastname: Lee