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2-Hydroxyphenyl benzimidazoles and their boron complexes: synthesis, structure, aggregation-induced emission and picric acid sensing.

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A series of differently substituted 2-(2-hydroxyphenyl) benzimidazoles were synthesized by a coupling reaction involving aryl dibromides and 2-hydroxyphenyl benzimidazole. These ligands react with BF3·Et2O to yield the corresponding boron complexes.… Click to show full abstract

A series of differently substituted 2-(2-hydroxyphenyl) benzimidazoles were synthesized by a coupling reaction involving aryl dibromides and 2-hydroxyphenyl benzimidazole. These ligands react with BF3·Et2O to yield the corresponding boron complexes. The photophysical properties of the ligands (L1-L6) and the boron complexes (1-6) were studied in the solution state. Among these, the ligands L1-L4 and L6 displayed aggregation-induced emission (AIE) behavior upon the addition of water in THF resulting in a sizable enhancement of fluorescence intensity. Additionally, compound 5 was found to detect picric acid with a detection limit of 8.33 × 10-7 M.

Keywords: hydroxyphenyl benzimidazoles; induced emission; aggregation induced; boron complexes; picric acid

Journal Title: Dalton transactions
Year Published: 2023

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