Novel synthesis of trimethylalkylgermanes via the hydroalumination of (Z)-1-trimethylgermyl-1-alkenes followed by selective protonolysis

ORGN 563

Narayan G. Bhat, nbhat@panam.edu1, Carla Castaneda2, and Irma Degollado2. (1) Department of Chemistry, University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78541, (2) Chemistry, University of Texas-Pan American, 1201 West University Drive, Edinburg, TX 78541
A highly regioselective synthesis of gem-dimetalloalkanes containing germanium and aluminum is presented. (Z)-Trimethylgermyl-1-alkenes (easily prepared by the hydrozirconation of the corresponding 1-trimethylgermyl-1-alkynes followed by protonolysis) smoothly undergo hydroalumination with diisobutylaluminum hydride (DIBAL-H) in hexanes at room temperature for 16 h. The selective protonolysis of the resulting intermediates with water at 0 oC provides the corresponding trimethylalkylgermanes in excellent yields (82%-90%). The structures of these trimethylalkylgermanes are confirmed by NMR spectral data.

 

Heterocycles, Aromatics, Metal-Mediated Reactions and Syntheses, Materials, Devices, and Switches
8:00 PM-10:00 PM, Wednesday, 29 March 2006 Georgia World Congress Center -- Ex. Hall B4, Poster

Division of Organic Chemistry

The 231st ACS National Meeting, Atlanta, GA, March 26-30, 2006