3,6-Disubstituted carbazole-based bisboronic acids with unusual fluorescence transduction as enantioselective fluorescent chemosensors for tartaric acid.
Carbazole-based bisboronic acids were found to be enantioselective fluorescent sensors for tartaric acid. The fluorescence response toward the enantiomers of tartaric acid at neutral pH displayed enhancement/diminishment. The sensor displays an unusual fluorescence intensity-pH relationship with diminished emission at acidic pH but enhanced emission at basic pH. Photoinduced electron transfer (PET) from the fluorophore to the protonated amine/phenylboronic acid unit is proposed to be responsible for this effect, which is rationalized by density functional theory (DFT) calculations.
Han
Feng
F
State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, 158 Zhongshan Road, Dalian 116012, People's Republic of China.
Chi
Lina
L
Liang
Xiaofen
X
Ji
Shaomin
S
Liu
Shasha
S
Zhou
Fuke
F
Wu
Yubo
Y
Han
Keli
K
Zhao
Jianzhang
J
James
Tony D
TD