Photochemistry of the biradicals derived from the photodecomposition of 2,2,6,6-tetraphenylcyclohexanone

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DOIResolve DOI: http://doi.org/10.1021/ja00269a035
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TypeArticle
Journal titleJournal of the American Chemical Society
ISSN0002-7863
Volume108
Issue9
Pages23492353; # of pages: 5
AbstractLaser photolysis of 2,2,6,6-tetraphenylcyclohexanone leads to biradical 2 following Norrish type I cleavage and decarbonylation. Excitation of 2 in one- or two-laser experiments leads to a new photoproduct, characterized as 9. Transient studies of the photochemistry of 2 reveal a very short lived excited state for the biradical (T - 2.5 ns in benzene at room temperature) which decays leading to one of the intermediates in the reaction path to 9. This intermediate absorbs strongly at 480 nm and has lifetimes of 0.9 and 1.1 ps in acetonitrile and benzene, respectively; this intermediate has been tentatively assigned structure 10, produced via cyclization at one of the biradical termini. The dramatic difference between the one- and two-photon photochemistry of 1 illustrates well the way in which laser chemistry can differ from photoprocesses initiated by conventional light sources.
Publication date
LanguageEnglish
AffiliationNational Research Council Canada; NRC Institute for Chemical Process and Environmental Technology
Peer reviewedNo
Identifier10072378
NPARC number12338824
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Record identifier092194c4-6b6f-4019-823e-d5509e201925
Record created2009-09-11
Record modified2016-05-09
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