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Photoinduced Charge‐Transfer State of 4‐Carbazolyl‐3‐(trifluoromethyl)benzoic Acid: Photophysical Property and Application to Reduction of Carbon−Halogen Bonds as a Sensitizer
Author(s) -
Matsubara Ryosuke,
Shimada Toshiyuki,
Kobori Yasuhiro,
Yabuta Tatsushi,
Osakai Toshiyuki,
Hayashi Masahiko
Publication year - 2016
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201600538
Subject(s) - trifluoromethyl , photochemistry , carbazole , chemistry , intramolecular force , benzoic acid , alkyl , catalysis , halogen , acceptor , yield (engineering) , electron transfer , materials science , organic chemistry , physics , metallurgy , condensed matter physics
The photoinduced persistent intramolecular charge‐transfer state of 4‐carbazolyl‐3‐(trifluoromethyl)benzoic acid was confirmed. It showed a higher catalytic activity in terms of yield and selectivity in the photochemical reduction of alkyl halides compared to the parent carbazole. Even unactivated primary alkyl bromides could be reduced by this photocatalyst. The high catalytic activity is rationalized by considering the slower backward single‐electron transfer owing to the spatial separation of the donor and acceptor subunits.