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On the relationship between structure and reaction rate in olefin ring-closing metathesis

Ashworth, Ian W. and Carboni, Davide and Hillier, Ian H. and Nelson, David J. and Percy, Jonathan M. and Rinaudo, Giuseppe and Vincent, Mark A. (2010) On the relationship between structure and reaction rate in olefin ring-closing metathesis. Chemical Communications, 46 (38). pp. 7145-7147. ISSN 1359-7345

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Abstract

In the RCM reactions of a series of simple α,ω-dienes, the relative order of reactivity has been unambiguously detd. showing that cyclohexene forms faster than cyclopentene or cycloheptene. 1,5-Hexadiene inhibits the RCM of 1,7-octadiene; 1,5-hexadiene cannot progress to the RCM product (cyclobutene) but forms an unexpectedly stable cyclic η2-complex.