S. Abbruzzetti, M. Carcelli, D. Rogolino
Jul 1, 2003
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Journal
Photochemical & Photobiological Sciences
Abstract
In this paper we report the deprotonation yields, the p K a , and decay kinetics of the aci -nitro intermediates of some substituted 2-nitrobenzaldehydes that can be used as photoactivatable caged proton compounds. The decay of the aci -nitro absorbance for 2-nitrobenzaldehyde occurs within a few nanoseconds from photoexcitation. Addition of electron donating methoxy substituents at positions 4 and 5 leads to lower deprotonation yields, higher p K a , and slower decays of the aci -nitro intermediates. On the contrary, the decay rate is accelerated by the introduction of an electron-withdrawing Cl atom at position 4 in the phenyl ring, with little influence on the deprotonation yield and p K a of the aci -nitro intermediate.