Mechanistic aspects of ketene formation deduced from femtosecond photolysis of diazocyclohexadienone, o-phenylene thioxocarbonate, and 2-chlorophenol

G Burdzinski, J Kubicki, M Sliwa, J Réhault…

Index: Wang, Jin; Burdzinski, Gotard; Kubicki, Jacek; Platz, Matthew S. Journal of the American Chemical Society, 2008 , vol. 130, # 33 p. 11195 - 11209

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Citation Number: 13

Abstract

The photochemistry of diazocyclohexadienone (1), o-phenylene thioxocarbonate (2), and 2- chlorophenol (3) in solution was studied using time-resolved UV–vis and IR transient absorption spectroscopies. In these three cases, the same product cyclopentadienyl ketene (5) is formed, and two different mechanistic pathways leading to this product are discussed:(a) rearrangement in the excited state (RIES) and (b) a stepwise route involving ...

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