December 7, 2006
Conference Paper

Cavitating ultrasound hydrogenation of water-soluble olefins employing inert dopants: Studies of activity, selectivity and reaction mechanisms

Abstract

Here we discuss results obtained as part of a three-year investigation at Pacific Northwest National Laboratory of ultrasound processing to effect selectivity and activity in the hydrogenation of water-soluble olefins on transition metal catalysts. We have shown previously that of the two regimes for ultrasound processing, high-power cavitating and high-power non-cavitating, only the former can effect product selectivity dramatically (> 1000%) whereas the selectivity of the latter was comparable with those obtained in stirred/silent control experiments [R.S. Disselkamp, Y.-H. Chin, C.H.F. Peden, J. Catal., 227, 552 (2005)]. As a means of ensuring the benefits of cavitating ultrasound processing, we introduced the concept of employing inert dopants into the reacting solution. These inert dopants do not partake in solution chemistry but enable a more facile transition from high-power non-cavitating to cavitating conditions during sonication treatment. With cavitation processing conditions ensured, we discuss here results of isotopic H/D substitution for a variety of substrates and illustrate how such isotope dependent chemistries during substrate hydrogenation elucidate detailed mechanistic information about these reaction systems.

Revised: July 30, 2009 | Published: December 7, 2006

Citation

Disselkamp R.S., S.M. Chajkowski, K.R. Boyles, T.R. Hart, and C.H. Peden. 2006. Cavitating ultrasound hydrogenation of water-soluble olefins employing inert dopants: Studies of activity, selectivity and reaction mechanisms. In Catalysis of Organic Reactions: Proceedings of the 21st Conference, edited by SR Schmidt, 115, 213-226. Boca Raton, Florida:CRC Press. PNNL-SA-48032.