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Inclusion complex of charge transfer probe 4-amino-3-methyl benzoic acid methyl ester (AMBME) with β-CD in aqueous and non-aqueous medium: medium dependent stoichiometry of the complex and orientation of probe molecule inside β-CD nanocavity

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Abstract

The absorption and emission characteristics of donor−acceptor charge transfer system 4-amino-3-methyl benzoic acid methyl ester (AMBME), capable of dual emission, i.e., local emission (LE) and charge transfer (CT) emission, have been investigated inside the β-cyclodextrin (β-CD) nanocavity in the aqueous and non-aqueous dimethylsulphoxide (DMSO) medium. Large enhancement of both LE and CT band in aqueous β-CD medium is due to decrease in non-radiative processes in less polar and restricted environment. Whereas in non-aqueous DMSO medium the CT process is hindered as a result CT intensity decreases with enhancement of LE band. These spectral differences indicate that in aqueous medium the donor –NH2 group sticking in the hydrophilic region of β-CD cavity whereas in non-aqueous DMSO medium it exists in the hydrophobic part of the cavity. Spectral characteristics indicate that different stoichiometry of host–guest inclusion complexes are formed in aqueous and non-aqueous β-CD medium.

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Acknowledgements

NG gratefully acknowledges the financial support received from Department of Science and Technology, India (Project No. SP/S1/PC-1/2003). The authors thank Dr. P. K. Gupta of CAT, Indore for providing fluorescence lifetime measurement facility and Dr. Kaustuv Das, CAT, Indore for fluorescence lifetime measurement.

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  1. Department of Chemistry, University of Calcutta, 92, A.P.C. Road, Kolkata, 700009, India

    Amrita Chakraborty & Nikhil Guchhait

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  1. Amrita Chakraborty
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  2. Nikhil Guchhait
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Correspondence to Nikhil Guchhait.

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Chakraborty, A., Guchhait, N. Inclusion complex of charge transfer probe 4-amino-3-methyl benzoic acid methyl ester (AMBME) with β-CD in aqueous and non-aqueous medium: medium dependent stoichiometry of the complex and orientation of probe molecule inside β-CD nanocavity. J Incl Phenom Macrocycl Chem 62, 91–97 (2008). https://doi.org/10.1007/s10847-008-9442-4

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