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Synthesis and Characterization of Some BODIPY‐based Substituted Salicylaldimine Schiff Bases
Author(s) -
Kushwah Nisha,
Mula Soumyaditya,
Wadawale Amey P.,
Joshi Meenakshi,
Gotluru Kedarnath,
Kumar Mukesh,
Ghanty Tapan K.,
Nayak Sandip K.,
Jain Vimal K.
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3643
Subject(s) - chemistry , bodipy , boron , denticity , schiff base , redistribution (election) , electrochemistry , transition metal , photochemistry , excited state , polymer chemistry , crystallography , fluorescence , organic chemistry , catalysis , crystal structure , physics , quantum mechanics , electrode , politics , political science , nuclear physics , law
Salicylaldimine Schiff bases represent an important class of hetero‐polydentate ligands capable of forming mononuclear, binuclear, and polynuclear complexes with transition and non‐transition metals. In this report, we developed an easy synthesis of BODIPY‐based salicylaldimine Schiff bases and synthesized five new derivatives. These were characterized by elemental analysis, infrared, UV‐Vis, nuclear magnetic resonance spectroscopy, and X‐ray crystallography. Finally, one of the Schiff bases was reacted with BF 3 ·OEt 2 to synthesize corresponding bis‐BF 2 boron complex. The photophysical and electrochemical properties of the Schiff bases and the boron complex were evaluated and rationalized by theoretical calculations. The bis‐BF 2 boron complex showed excited state charge redistribution, thus could be useful as sensitizers for designing new dye‐sensitized solar cells.