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

Ramar ArumugamPrakash NayakBijoy DeyRamkumar KannanKrishnan VenkatasubbaiahVadapalli Chandrasekhar
Published in: Dalton transactions (Cambridge, England : 2003) (2023)
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 BF 3 ·Et 2 O 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.
Keyphrases
  • molecular docking
  • solid state
  • fluorescent probe
  • label free
  • ionic liquid