2,3-Diphenylnorbornene and cis-stilbene exhi bit essentially identical 'nonvertical' triplet excitation behaviour, in agreement with a mechanism requiring torsion about formal single bonds on the ground-state surface.The 'nonvertical' or non-classical behaviour of certain flexible n-systems with respect to endothermic triplet energy transfer has been a subject of considerable mechanistic discussion1 which has centred around the cis-stilbene molecule. In this communication we report that 2,3-diphenylnorbornene 1 , a molecule with essentially the same n-system geometry as cis-stilbene, but with a central double bond which cannot undergo significant torsion on either the ground state or triplet state surfaces, exhibits virtually identical 'nonvertical' triplet excitation behaviour. This is a clear indication that the 'nonvertical' phenomenon, as it relates to flexible n-systems, reflects single-bond as opposed to double-bond torsion. The
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.