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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Catalytic deuterium exchange reactions with organics. XL. Pyridine, the quinolines, azines, and aniline on unsupported Group VIII transition metals

GE Calf, JL Garnett and VA Pickles

Australian Journal of Chemistry 21(4) 961 - 972
Published: 1968

Abstract

Pyridine, the quinolines, pyridazine, pyrimidine, pyrazine, s-triazine, and aniline have been exchanged with heavy water on the following Group VIII transition metals: Fe, Co, Ni, 0s. Ru, Rh, Pd, Ir, and Pt. Three types of catalyst activation have been used, including self-activation, hydrogen and sodium borohydride reduction of the inorganlo salts. Platinum is the most useful catalyst for general exchange whereas cobalt possesses valuable specificity for selective a exchange in a large number of the heterocyclic compounds. A kinetic study of the deuteration of pyridine on platinum has been performed. The exchange results have been rationalized in terms of charge-transfer adsorbed intermediates. E.s.r. has been used to support this conclusion for the interaction between pyridine and potassium chloropalladite. π-Complex mechanisms have been proposed to explain the observed deuteration behaviour.

https://doi.org/10.1071/CH9680961

© CSIRO 1968

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