Electrocyclization rates for some donor-acceptor-substituted trienes

EN Marvell, C Hilton, M Cleary

Index: Marvell, Elliot N.; Hilton, Charles; Cleary, Michael Journal of Organic Chemistry, 1983 , vol. 48, # 23 p. 4272 - 4275

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Citation Number: 6

Abstract

Three new trienes, ethyl 3-(2-vinylcyclohexenyl)-trans-propenoate (LO), ethyl 3-(2-trans- styrylcyclo-hexeny1)-trans-propenoate (1 l), and ethyl 3-[2-trans-@-methoxystyryl) cyclohexenyl]-trans-propenoate (14), have been prepared and characterized. The kinetics of the thermal electrocyclization of each was determined in an inert solvent. The results were as follows: 10, k (137" C)= 1.03 X 8, AH'= 109.6 kJ mol-', AS*=-58.6 J mol-K-'; 11, k (137" C ...