Ethynylated triphenylamine monoboronic acid chemosensors: experimental and theoretical studies.
New ethynylated triphenylamine boronic acid sensors 1 and 2 were designed and the photophysical properties, as well as the binding with tartaric acid and mandelic acid were studied. We found the emission intensity of the sensors is sensitive to the polarity of the solvents and the emission of sensor 2 is sensitive to protic solvents. Theoretical calculations on the low-lying excited states of these sensors predicted d-PET effect. Experimental observations show either a-PET effect or no significant PET effect for the sensors. The sensitivity of the emission of the sensors toward solvent polarity is used to rationalize the observed emission intensity-pH profiles.
Chi
Lina
L
State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian, 116012, People's Republic of China.
Wu
Yubo
Y
Zhang
Xin
X
Ji
Shaomin
S
Shao
Jingyin
J
Guo
Huimin
H
Wang
Xin
X
Zhao
Jianzhang
J
D000814:Aniline Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D001897:Boronic Acids / Q000138:chemical synthesis / Q000737:chemistry*; D004579:Electron Transport; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D008958:Models, Molecular; D015394:Molecular Structure; D011789:Quantum Theory; D013237:Stereoisomerism
D000814:Aniline Compounds; D001897:Boronic Acids; D005456:Fluorescent Dyes