Proton transfer reactions in nanoscopic polar domains: 3-hydroxyflavone in AOT reverse micelles

作者: Saswati Basu , Samiran Mondal , Debabrata Mandal

DOI: 10.1063/1.3272526

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摘要: A dramatic reduction in the excited-state intramolecular proton transfer (ESIPT) rate is observed for 3-hydroxyflavone (3-HF) within nanoscopic polar domains of Aerosol-OT (AOT)/n-heptane reverse micelle solutions. It attributed to formation intermolecularly hydrogen-bonded 3-HF:AOT complexes, which cause a significant disruption hydrogen bonding complex-bound 3-HF molecules, thereby limiting overall ESIPT process. Introduction strong hydrogen-bonding solvents like water or methanol into micelles causes extensive solvation AOT head groups, leading collapse complex and eventual release intramolecularly molecules are then able undergo ultrafast ESIPT. With increasing W-value (W=[polar solvent]:[AOT]), larger number complexes decimated, thus accelerating In contrast, presence acetonitrile, whose hydrogen...

参考文章(26)
Andrey S. Klymchenko, Alexander P. Demchenko, Multiparametric probing of intermolecular interactions with fluorescent dye exhibiting excited state intramolecular proton transfer Physical Chemistry Chemical Physics. ,vol. 5, pp. 461- 468 ,(2003) , 10.1039/B210352D
Kalyanasis Sahu, Sudip Kumar Mondal, Subhadip Ghosh, Kankan Bhattacharyya, Ultrafast Dynamics in Biological Systems and in Nano-Confined Environments Bulletin of the Chemical Society of Japan. ,vol. 80, pp. 1033- 1043 ,(2007) , 10.1246/BCSJ.80.1033
Munna Sarkar, Jayanti Guha Ray, Pradeep K. Sengupta, Effect of reverse micelles on the intramolecular excited state proton transfer (ESPT) and dual luminescence behaviour of 3-hydroxyflavone Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. ,vol. 52, pp. 275- 278 ,(1996) , 10.1016/0584-8539(95)01622-8
Dale McMorrow, Michael Kasha, Intramolecular excited-state proton transfer in 3-hydroxyflavone. Hydrogen-bonding solvent perturbations The Journal of Physical Chemistry. ,vol. 88, pp. 2235- 2243 ,(1984) , 10.1021/J150655A012
Prasun K. Mandal, Anunay Samanta, Evidence of ground-state proton-transfer reaction of 3-hydroxyflavone in neutral alcoholic solvents Journal of Physical Chemistry A. ,vol. 107, pp. 6334- 6339 ,(2003) , 10.1021/JP027613D
A. Douhal, M. Sanz, M.A. Carranza, J.A. Organero, L. Santos, Femtosecond observation of intramolecular charge- and proton-transfer reactions in a hydroxyflavone derivative Chemical Physics Letters. ,vol. 394, pp. 54- 60 ,(2004) , 10.1016/J.CPLETT.2004.06.112
Hideaki Shirota, Kazuyuki Horie, Solvation Dynamics in Nonaqueous Reverse Micelles Journal of Physical Chemistry B. ,vol. 103, pp. 1437- 1443 ,(1999) , 10.1021/JP983605E
Andrew J. G. Strandjord, P. F. Barbara, The proton-transfer kinetics of 3-hydroxyflavone: solvent effects The Journal of Physical Chemistry. ,vol. 89, pp. 2355- 2361 ,(1985) , 10.1021/J100257A041
Andrey S. Klymchenko, Alexander P. Demchenko, Probing AOT Reverse Micelles with Two-Color Fluorescence Dyes Based on 3-Hydroxychromone Langmuir. ,vol. 18, pp. 5637- 5639 ,(2002) , 10.1021/LA025760X