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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 15, Number 4
BKCSDE 15(4)
April 20, 1994 

Photodecomposition Mechanism of Diazoindanones by Laser Photolysis and Lamp Photolysis
Dae Dong Sung, Joong Soo Shin, Gui Taek Lim, Tae Seop Uhm
The mechanism for the photodecomposition reactions of 2-diazoindan-l-one and 1,3-bis(diazo)indan-2-one have been studied in benzene, toluene, methanol, cyclohexane and acetonitrile solvents using laser photolysis and lamp photolysis.A triplet ketocarbene is observed from the photolysis of bis diazo compounds by the loss of nitrogen molecule from the carbene precursors. It is concluded that the Wolff rearrangement, which involves the formation of a ketene intermediate, can be regarded as a concerted process in nanosecond time scale. The photolytic reactions of diazoindanones in methanol give Wolff rearrangement products, but those in benzene do not involve in the Wolff rearrangement.
286 - 291
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