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2-(4-Nitrophenyl)-1H-indole: A Versatile Chromophore in Photoreaction
概要
In the origin, I chose 2‐(4‐nitrophenyl)‐1H‐indole (NPI) chromophore as basic skeleton
for designing PPG. The electron-donating character of the indole nitrogen atom and
electron-withdrawing nitrophenyl group can form a push-pull system to promise a sizable
2P sensitivity. A polar group (CH2CO2H), which may increase the water solubility, has
been introduced on the nitrogen atom.1
Compounds 1 and 2, which are the caged benzoic acid equivalents, were synthesized and
their photochemical reactions were investigated in detail. Interestingly, upon photolysis of
2 under air, in addition to the expected release of benzoic acid, it was observed an efficient
transformation of the “R = CH2CO2H” group to the “R = CHO” moiety. ...
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