Synthesis structural and spectroscopic properties of quinoxaline-bridged bisBODIPYs

Author:

Yu Changjiang1,Li Tingting1,Wu Qinghua1,Hu Wenbo1,Hao Erhong1,Jiao Lijuan1

Affiliation:

1. The Key Laboratory of Functional Molecular Solids, Ministry of Education; Anhui Laboratory of Molecule-Based Materials; College of Chemistry and Material Science, Anhui Normal University, Wuhu, 241000, China

Abstract

Two novel quinoxaline-bridged bisBODIPYs have been synthesized by the condensation of 2,3-bis(5-formylpyrrol-2-yl)quinoxaline with 3-ethyl-2,4-dimethylpyrrole followed by a modification using a Knoevenagel reaction. They were well characterized by X-ray diffraction, NMR, HRMS UV-vis and fluorescence spectroscopy. These two quinoxaline-bridged bisBODIPYs have unusual broad absorption bands, which are different from those of typical BODIPYs They exhibit broad red-shifted emission bands centered at around 610 nm and 730 nm respectively with larger Stokes shifts at the range of 1421–2136 cm[Formula: see text] Both bisBODIPYs show different extent solvent-dependent fluorescence and exhibit fluorescence quenching in polar solvents due to the existence of possible intramolecular charge transfer.

Publisher

World Scientific Pub Co Pte Lt

Subject

General Chemistry

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