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Solvatoemissive dual fluorescence of N-(pyridylmethyl)-3-nitro-1,8-naphthalimides

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Abstract

Solvatoemissive dual fluorescence emission observed in the three positional isomers of N-(n-pyridylmethyl)-3-nitro-1,8-naphthalimide [n = 2 (1), 3 (2), 4 (3)] are described. Dual fluorescence emission in this class of compounds occurs from the excited states with extended conjugation via π-stacking interactions. The crystal structure of the compound 1 and the chloride salt of 2 were determined. The compound 1 forms dimeric assemblies through π-stacking interactions. Whereas the structure of the chloride salt of 2 is composed of dimeric assemblies of the cationic part which hold cyclic hydrated anionic assemblies through weak C-H…Cl interactions. Anionic hydrated assemblies between water and chloride ions have cyclic tetrameric structure through O-H…Cl interactions.

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Authors and Affiliations

  1. Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, 781 039, Assam, India

    Jayanta K. Nath & Jubaraj B. Baruah

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  1. Jayanta K. Nath
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  2. Jubaraj B. Baruah
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Correspondence to Jubaraj B. Baruah.

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ESM 1

The 1HNMR of the 3 in CDCl3 and CD2Cl2, lifetime decay profiles are available. The Crystallographic information files of compound 1 and chloride salt of protonated 2 are deposited to CCDC and have the CCDC Nos. 916143, 919178. (DOC 501 kb)

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Nath, J.K., Baruah, J.B. Solvatoemissive dual fluorescence of N-(pyridylmethyl)-3-nitro-1,8-naphthalimides. J Fluoresc 24, 649–655 (2014). https://doi.org/10.1007/s10895-014-1353-8

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  • DOI: https://doi.org/10.1007/s10895-014-1353-8

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