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Spectral modulation of a charge transfer reaction of 2-methoxy-4-(N,N-dimethylamino)benzaldehyde inside cyclodextrin nanocage

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Abstract

This article reports modulation of intramolecular charge transfer (ICT) reaction of 2-methoxy-4-(N,N-dimethylamino)benzaldehyde (2-MDMABA) encapsulated within the cyclodextrin nanocavities investigated by steady state and time resolved measurements. The ICT emission, absent in bulk water, originates in the presence of α-, β- and γ-CD with the huge enhancement of local emission. From the Benesi–Hildebrand plot, the stoichiometry of the host–guest inclusion complex is found to be 1:1 for β- and γ-CD whereas 1:1 and 1:2 guest to host complexation occur at low and high concentration of α-CD, respectively. The association constants of the inclusion complexes have also been estimated from the Benesi–Hildebrand plot. The greater binding capability of 2-MDMABA with β-CD than that of other two CDs is further supplemented by time resolved study.

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Acknowledgments

This research is supported by DST, India (Project no. SR/S1/PC/26/2008). We appreciate the cooperation received from Prof. T. Ganguly IACS, Kolkata for his kind help in lifetime measurements. We are also thankful to A. Mallik and Dr. P. K. Maity, C. U., for their kind help in SEM measurements. AS and SJ thank CSIR and UGC for research fellowship.

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

    Anuva Samanta, Sankar Jana & Nikhil Guchhait

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  1. Anuva Samanta
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  2. Sankar Jana
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  3. Nikhil Guchhait
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Correspondence to Nikhil Guchhait.

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Samanta, A., Jana, S. & Guchhait, N. Spectral modulation of a charge transfer reaction of 2-methoxy-4-(N,N-dimethylamino)benzaldehyde inside cyclodextrin nanocage. J Incl Phenom Macrocycl Chem 75, 57–68 (2013). https://doi.org/10.1007/s10847-012-0146-4

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