Photoreactions of p-benzo-, p-naphtho- and p-anthraquinones with ascorbic acid.
作者： Helmut Görner
DOI: 10.1039/B410386F
关键词: Ascorbic acid 、 Electron transfer 、 Triplet state 、 Duroquinone 、 Quinone 、 Chemistry 、 Semiquinone 、 DABCO 、 Radical 、 Photochemistry
摘要: The photoreduction of 1,4-benzoquinone (BQ), 1,4-naphthoquinone (NQ), 9,10-anthraquinone (AQ) and several derivatives, e.g. dimethylBQ, trimethylBQ, duroquinone, bromoNQ, methoxyNQ, methylAQ dimethylAQ in acetonitrile–water by ascorbate was studied time-resolved UV-vis spectroscopy using 20 ns laser pulses at 308 nm continuous 254 irradiation. semiquinone radical (˙QH/Q˙−) is formed after H-atom transfer from to the quinone triplet state. rate constant for quenching kq = (2–9) × 109 M−1 s−1. Termination radicals takes place µs–ms range. results are compared with those initiated electron DABCO under similar conditions, where kq values similar, but termination Q˙− back not yielding hydroquinones. Specific properties state, self-quenching, nucleophilic water addition effects structure discussed.
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