Aqueous-phase heterogeneous hydrogenolysis of cyclic diols as models of biomass-derived feedstock

ORGN 98

Cynthia Luxford, luxfordc@student.gvsu.edu1, Ajdin Kavara, kavaraa@umich.edu2, Grant Bailey, baileygj@student.gvsu.edu1, and Dalila G. Kovacs, kovacsd@gvsu.edu1. (1) Department of Chemistry, Grand Valley State University, 1 Campus Dr, Allendale, MI 49401-9403, (2) Department of Chemistry, University of Michigan, Ann Arbor, MI
Heterogeneous hydrogenolysis is one of the possible pathways to obtain commodity chemicals from biomass feedstock. Due to the molecular complexity of biomass components and the complexity of the heterogenous hydrogenation, tuning the process to specific desired products is difficult. In our work, cyclohexanediols were used to model biomass. The nature of the hydrogenolysis products is examined in order to evaluate the effect of two hydroxyl groups placed in different positions on the cyclohexane ring on carbon-oxygen and carbon-carbon bond cleavage. It was found that both the regiochemistry and the stereochemistry, are determining factors on the nature of the products. 1,3-cyclohexanediol is more reactive than both 1,2- and 1,4-cyclohexanediols and 1,2-trans is more reactive than 1,2-cis.
 

Heterocycles, Aromatics, Materials, Devices, Switches, Combinatorial Chemistry, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, 13 March 2005 Convention Center -- Hall D, Poster

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005