Abstract
The present work reports the spectral signatures of intramolecular charge transfer (ICT) reaction in 3-amino-4-methyl benzoic acid (AMBA). AMBA exhibits large red-shifted emission in various solvents with the emission maxima being highly sensitive to the solvent polarity. Solvatochromic measurements of AMBA on the basis of its steady state absorption and emission properties appears to confirm the operation of photoinduced ICT reaction in it with the ICT state being characterized by a higher excited state dipole moment than that of the ground state. Laser induced fluorescence excitation spectra and dispersed fluorescence spectra of AMBA and its solvated clusters with polar solvent methanol in the cooled jet yield quite distinct evidence for the occurrence of ICT reaction in polar solvent.
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References
A Z Z Weller. Electrochemistry 60 1144 (1956)
S J Formosinho, L.G. Arnaut. J. Photochem. Photobiol. A 75 21 (1993)
Z R Grabowski, K Rotkiewicz, A Siemiarczuk, D J Cowley and W Baumann. Nouv. J. Chim. 3 443 (1979)
Z R Grabowski, K Rotkiewicz and W Rettig Chem. Rev. 103 3899 (2003)
A Sytnik and M Kasha Proc. Natl. Acad. Sc. 91 8627 (1994)
A Chakraborty, S Kar, D N Nath and N Guchhait J. Phys. Chem. A 110 12089 (2006)
A Chakraborty, S Kar and N Guchhait J. Photochem. Photobiol. A 181 246 (2006)
A Chakraborty, S Kar and N Guchhait Chem. Phys. 320 75 (2006)
A Chakraborty, S Kar and N Guchhait Chem. Phys. 324 733 (2006)
B K Paul, A Samanta, S Kar and N Guchhait J. Lumin. 130 1258 (2010)
E Lippert, W Luder and H Boos Advances in Molecular Spectroscopy (ed.) A Mangini (Oxford: Pergamon) p 443 (1962)
S Nagakura Excited States (ed.) E C Lim (New York: Academic Press) 2 322 (1975)
H Lueck, M Windsor and W Rettig J. Phys. Chem. 94 1224 (1990)
A L Sobolewski, W Sudholt and W Domcke J. Phys. Chem. A 102 2716 (1998)
K A Zachariasse, T von der Haar, A Hebecker, U. Leinhos and W. Kuhnle Pure Appl. Chem. 65 1745 (1993)
V A Galievsky et al Chem. Phys. Chem. 6 2307 (2005)
T Stalin, B Shanthi, P Vasantha Rani and N Rajendiran J. Incl. Phenom. Macrocycl. Chem. 55 21 (2006)
T Stalin and N Rajendiran Chem. Phys. 322 311 (2006)
T Stalin and N Rajendiran J. Photochem. Photobiol. A 182 137 (2006)
A Chakraborty, S Kar, D N Nath and N Guchhait J. Chem. Sci. 119 195 (2007)
Y Tajima, H Ishikawa, T Miyazawa, M Kira and N Mikami J. Am. Chem. Soc. 119 7400 (1997)
H Ishikawa, Y Shimanuki, M Sugiyama, Y Tajima, M Kira and N Mikami J. Am. Chem. Soc. 124 6220 (2002)
R Daum, S Druzhinin, D Ernst, L Rupp, J Schroeder and K A Zachariasse Chem. Phys. Lett. 341 272 (2001)
S Banerjee, N Guchhait, A Chakraborty, D N Nath and M Chowdhury Chem. Phys. Lett. 346 387 (2001)
P R Sainz Rozas, J R Isasi, M Sanchez, G Tardajas and G G Gaitano J. Phys. Chem. A 108 392 (2004)
J R Lakowicz Priniples of Fluorescence Spectroscopy (New York: Plenum) (1999)
M J Frisch et al Gaussian 03, Revision B.03 (Pittsburgh, PA: Gaussian, Inc.) (2003)
Y He, C Wu and W Kong J. Chem. Phys. 121 8321 (2004)
Acknowledgments
S.G. and B.K.P. acknowledge C.S.I.R. for research fellowships. N.G. acknowledges D.S.T., India (Project no. SR/S1/PC/26/2008), for financial support.
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Ghosh, S., Paul, B.K., Chakraborty, A. et al. Intramolecular charge transfer reaction in 3-amino-4-methyl benzoic acid: a study from condensed phase to jet-cooled molecular beam. Indian J Phys 86, 219–224 (2012). https://doi.org/10.1007/s12648-012-0041-2
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DOI: https://doi.org/10.1007/s12648-012-0041-2
Keywords
- 3-Amino-4-methyl benzoic acid
- Charge transfer
- Fluorescence
- Lippert plot
- Laser induced fluorescence
- Supersonic jet