Diverse 1D chains supramolecular structures of N,N'-bis(3-pyridylmethyl)pyromellitic diimide and fluorescence iodide sensing

Guo-Bi Li; Xin-Min Huang; Rong-Kai Pan; Sheng-Gui Liu

doi:10.1016/j.saa.2019.117941

Diverse 1D chains supramolecular structures of N,N'-bis(3-pyridylmethyl)pyromellitic diimide and fluorescence iodide sensing

Spectrochim Acta A Mol Biomol Spectrosc. 2020 Mar 15:229:117941. doi: 10.1016/j.saa.2019.117941. Epub 2019 Dec 11.

Authors

Guo-Bi Li¹, Xin-Min Huang¹, Rong-Kai Pan¹, Sheng-Gui Liu²

Affiliations

¹ School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang 524048, People's Republic of China.
² School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang 524048, People's Republic of China. Electronic address: lsgui@sohu.com.

PMID: 31884400
DOI: 10.1016/j.saa.2019.117941

Abstract

Three diverse supramolecular compounds, {[3-pmpmd]}_n(1), {H₂[3-pmpmd]·2NO₃^-}_n(2), {H₂[3-pmpmd]·2tbb}_n(3), (where 3-pmpmd was N,N'-bis(3-pyridylmethyl)pyromellitic diimide; tbb was tertiary butyl benzoic acid) were synthesized and characterized by elemental analyses, IR spectroscopy, thermogravimetric analyses, and X-ray single-crystal structure analysis. The co-crystal anions affect their structural diversity. Compound 1 is a 1D stairway chain structure by perpendicular π⋯π interactions of pyromellitic diimide and the neighboring pyridine rings. Compound 2 is a typical 1D ladder chain structure by hydrogen bond of nitrate arranged in a parallel array. Compound 3 is a 1D zigzag chain structure of one 3-pmpmd and two tbb by parallel π⋯π interactions and hydrogen bond interactions. Thermal stabilities and fluorescence properties of all compounds were investigated. The solution of compound 2 in DMF can fluorescence sense for iodide ions by remarkably quenching fluorescence intensity.

Keywords: Fluorescence sensing; Pyromellitic diimide; Structural diversity; Supramolecular chemistry.