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pH- and wavelength-dependent photodecarboxylation of ketoprofen
Yanchang Xu1, Xuebo Chen, Wei-Hai Fang
1Department of Chemistry, Beijing Normal University , Xin-wai-da-jie 19#, Beijing 100875, People's Republic of China.
Abstract:
The pH- and wavelength-dependent pathways for the photodecarboxylation of ketoprofen (KP) were mapped by CASSCF/CASPT2 computations. The decarboxylation of the basic form (KP(-)) was found to start from a long-distance charge transfer (CT) excited state when populated by photoexcitation at 330 nm. A short-distance CT excited state populated with photoexcitation at λ < 260 nm appears to be responsible for the decarboxylation of the acidic form (KP). The H(2)O molecules function as a bridge to assist proton transfer in the reactions examined here.
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