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.
- ring-closing metathesis
Ashworth, I. W., Carboni, D., Hillier, I. H., Nelson, D. J., Percy, J. M., Rinaudo, G., & Vincent, M. A. (2010). On the relationship between structure and reaction rate in olefin ring-closing metathesis. Chemical Communications, 46(38), 7145-7147. https://doi.org/10.1039/c0cc02440f