Excited State Intramolecular Charge Transfer Suppressed Proton Transfer Process in 4-(Diethylamino)-2-hydroxybenzaldehyde

被引:52
作者
Jana, Sankar [1 ]
Dalapati, Sasanka [1 ]
Guchhait, Nikhil [1 ]
机构
[1] Univ Calcutta, Dept Chem, Kolkata 700009, India
关键词
HUMAN SERUM-ALBUMIN; MOLECULAR DOCKING; COUPLED ELECTRON; FLUORESCENCE; PERTURBATION; SPECTROSCOPY; COMBINATION; COHERENT;
D O I
10.1021/jp3120463
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this work, we report intramolecular charge transfer (ICT) suppressed excited state intramolecular proton transfer (ESIPT) process in 4-(diethylamino)-2-hydroxybenzaldehyde (DEAHB). Photophysical properties of DEAHB have been extensively studied in different solvents with varying pH, polarity, and hydrogen bonding capability of the solvent using steady state and time-resolved spectroscopy. To establish the competition between the ICT and ESIPT processes in DEAHB, we have synthesized and studied the photophysical properties of 4-(diethylamino)-2-methoxybenzaldehyde (DEAMB) molecule where only the charge transfer process has been observed. Recently, we have reported simple Schiff base molecules (J. Phys. Chem. A 2012, 116, 10948) formed by condensation of DEAHB and hydrazine (5-(diethylamino)-2-[(4-(diethylamino)benzylidene)hydrazonomethyl]phenol (DDBHP) and N,N'-bis(4-N,N-(diethylamino)salisalidene)hydrazine (DEASH)), where charge transfer is assisted by the proton transfer process. In the present case, the DEAHB molecule shows the reverse phenomenon; i.e., charge transfer is suppressed by the proton transfer process. Comparing the photophysical properties of DEAHB with DEAMB it is also found that ICT process in DEAHB is suppressed by the ESIPT process.
引用
收藏
页码:4367 / 4376
页数:10
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