Hydrogen bond induced twisted intramolecular charge transfer in 2-(4′-N,N-dimethylaminophenyl)imidazo[4,5-b]pyridine
作者： Nihar Dash , F.A.S. Chipem , R. Swaminathan , G. Krishnamoorthy
DOI: 10.1016/J.CPLETT.2008.05.092
关键词: Pyridine 、 Chemistry 、 Ground state 、 Hydrogen bond 、 Protic solvent 、 Ab initio 、 Photochemistry 、 Intramolecular force 、 Excited state 、 Imidazole 、 Physical and Theoretical Chemistry 、 General Physics and Astronomy
摘要: Abstract Protic solvent induced dual fluorescence in 2-(4′-N,N-dimethylaminophenyl)imidazo[4,5-b]pyridine (DMAPIP-b) was studied by using steady-state and time resolved measurements. The long wavelength emission is attributed to the formation of a twisted intramolecular charge transfer (TICT) state facilitated H-bonding with pyridine nitrogen DMAPIP-b. ab initio calculation predict that molecule planar ground state. Time measurements suggest an equilibrium not established between locally excited (LE) TICT In acidic medium imidazole protonated single observed.
harvard.edu
elsevier.com
sci-hub.se 参考文章(38)
Sergey I. Druzhinin, Victor A. Galievsky, Toshitada Yoshihara, Klaas A. Zachariasse, Intramolecular charge transfer and dielectric solvent relaxation in n-propyl cyanide. N-phenylpyrrole and 4-dimethylamino-4'-cyanostilbene. Journal of Physical Chemistry A. ,vol. 110, pp. 12760- 12768 ,(2006) , 10.1021/JP0652547
E. Fasani, A. Albini, P. Savarino, G. Viscardi, E. Barni, Hydrogen bonding, protonation and twisting in the singlet excited state of some 2-(4-aminophenyl)pyrido-oxa, -thia-, and -imidazoles Journal of Heterocyclic Chemistry. ,vol. 30, pp. 1041- 1044 ,(1993) , 10.1002/JHET.5570300433
Kankan. Bhattacharyya, Mihir. Chowdhury, Environmental and magnetic field effects on exciplex and twisted charge transfer emission Chemical Reviews. ,vol. 93, pp. 507- 535 ,(1993) , 10.1021/CR00017A022
R. I. Cukier, Mechanism for Proton-Coupled Electron-Transfer Reactions The Journal of Physical Chemistry. ,vol. 98, pp. 2377- 2381 ,(1994) , 10.1021/J100060A027
Jye-Shane Yang, Kang-Ling Liau, Chun-Yi Li, Mon-Yao Chen, Meta Conjugation Effect on the Torsional Motion of Aminostilbenes in the Photoinduced Intramolecular Charge-Transfer State Journal of the American Chemical Society. ,vol. 129, pp. 13183- 13192 ,(2007) , 10.1021/JA0741022
A.K. Mishra, S.K. Dogra, Effect of solvents and pH on the absorption and fluorescence spectra of 2-phenylbenzimidazole Spectrochimica Acta Part A: Molecular Spectroscopy. ,vol. 39, pp. 609- 611 ,(1983) , 10.1016/0584-8539(83)80033-6
G. Krishnamoorthy, S.K. Dogra, Effect of micelles on dual fluorescence of 2-(4′-N,N-dimethylaminophenyl)pyrido[3,4-d]imidazole Chemical Physics Letters. ,vol. 323, pp. 234- 242 ,(2000) , 10.1016/S0009-2614(00)00511-X
Yurii V. Il'ichev, Wolfgang Kühnle, Klaas A. Zachariasse, Intramolecular charge transfer in dual fluorescent 4-(dialkylamino)benzonitriles. Journal of Physical Chemistry A. ,vol. 102, pp. 5670- 5680 ,(1998) , 10.1021/JP980426O
G. Krishnamoorthy, Senh K. Dogra, Dual fluorescence of 2-(4′-N,N-dimethylaminophenyl)benzoxazole: effect of solvent and pH Chemical Physics. ,vol. 243, pp. 45- 59 ,(1999) , 10.1016/S0301-0104(99)00074-9
G. Krishnamoorthy, S. K. Dogra, Twisted Intramolecular Charge Transfer of 2-(4‘-N,N-Dimethylaminophenyl)pyrido[3,4-d]imidazole in Cyclodextrins: Effect of pH Journal of Physical Chemistry A. ,vol. 104, pp. 2542- 2551 ,(2000) , 10.1021/JP992792T