Generation, Reactions, and Kinetics of Di(naphthyl)carbenes: Effects of the Methyl Group
作者： Tomoki Koshiyama , Katsuyuki Hirai , Hideo Tomioka
DOI: 10.1021/JP026410M
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摘要: A series of di(naphthyl)carbenes (DNCs) having methyl groups on aromatic rings were generated by photolysis the corresponding diazo precursors and studied not only product analysis, but also spectroscopic means. “Parent” triplet α-DNC was shown to have a half-life 70 ms, which is some 30 times larger than that diphenylcarbene (3DPC), whereas parent β-DNC 2 orders magnitude shorter-lived α-isomer. The lifetimes DNCs significantly increased introducing near carbene center. Thus, 3α-DNC, has four at 2,2‘,4,4‘-positions, 100 replacement two 2,2‘-positions this with tri(deuterio)methyl resulted in an increase lifetime approximately 3 quenching intramolecular H transfer from center leading o-quinoid compounds. results are discussed terms counteract...
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