Kinetics and Mechanism of a Reaction of Phenylacetylene
with Carbon Monoxide and Butanol in Toluene Catalyzed
by a Palladium(0) Complex in the Presence
of Trifluoroacetic Acid and Triphenylphosphine¹

T. E. Kron, M. I. Terekhova, Yu. G. Noskov, and E. S. Petrov

Karpov Research Institute of Physical Chemistry, State Scientific Center of the Russian Federation, Moscow, 103064 Russia

Received June 5, 2000

Abstract—The reaction of phenylacetylene with CO and n-butanol in toluene (363 K) catalyzed by the
Pd(dba)₂/m(CF₃COOH)/n(Ph₃P) system (dba is dibenzylideneacetone; 2 m 8; 10 n 30) is studied. The
initial rate of the main product (butyl 2-phenylpropenoate) buildup is found to depend on the pressure of CO
and the concentrations of reactants and system components. The state of the catalyst under reaction conditions
is studied in situ by IR spectroscopy. A kinetic model is developed based on the experimental results. This
model corresponds to the mechanism that resembles the hydride mechanism in the type of main intermediates
in the catalytic cycle.

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