14325-34-9Relevant academic research and scientific papers
SOLUTION CHEMISTRY OF DIALKOXYANTHRACENE RADICAL CATIONS
Sahyun, M. R. V.,Vogel, Dennis E.,Sharma, Devendra K.
, p. 325 - 330 (2007/10/02)
Previous studies on photooxidation of 9,10-diethoxyanthracene (DEA) with diphenyliodonium cation revealed dealkylation of DEA radical cation.Fluorescence, dealkylation quantum yield, and laser-flash transient absorption spectroscopic studies on DEA and its dimethoxy (DMA) and diisopropoxy (DIPA) analogs, probed solvent and substituent effects on this reaction.We reconsider our original interferences as to relative rates of dealkylation and back electron transfer; the results pose new questions, e.g., as to the role of orbital symmetry in controlling rate of back electron transfer.
Photooxidation of 9,10-diethoxyanthracene: mechanistic dichotomies between homogeneous solution and reverse micelle photoprocesses
DeVoe, R. J.,Sahyun, M. R. V.,Schmidt, E.,Sharma, D. K.
, p. 612 - 619 (2007/10/02)
We have compared the photooxidation of the title compound, DEA, by diphenyliodonium salts in homogeneous acetonitrile (AN) and in heptane/AOT/water reverse micelle solutions.The reaction is efficient, which we attribute to rapid (ca. 10 ps) deethylation of the DEA radical cation, initially formed by photoinduced electron transfer.In AN, the electron transfer occurs from singlet excited DEA, but in reverse micelles it is gated by intersystem crossing to triplet DEA.Under these conditions, DEA fluorescence quenching by the iodonium cation may still be observed; we infer operation of the external heavy atom effect as the primary mechanism.
