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Exploring aggregation‐induced emission through tuning of ligand structure for picomolar detection of pyrene
Author(s) -
Ghosh Milan,
Ta Sabyasachi,
Lohar Sisir,
Das Sudipta,
Brandão Paula,
Felix Vitor,
Das Debasis
Publication year - 2019
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/jmr.2771
Subject(s) - pyrene , chemistry , moiety , amine gas treating , aggregation induced emission , ligand (biochemistry) , conjugate , ring (chemistry) , pyridine , fluorescence , molecule , photochemistry , stereochemistry , organic chemistry , receptor , mathematical analysis , biochemistry , physics , mathematics , quantum mechanics
Abstract Tuning of ligand structures through controlled variation of ring number in fused‐ring aromatic moiety appended to antipyrine allows detection of 7.8 × 10 −12 M pyrene via aggregation‐induced emission (AIE) associated with 101‐fold fluorescence enhancement. In one case, antipyrine unit is replaced by pyridine to derive bis‐methylanthracenyl picolyl amine. The structures of four molecules have been confirmed by single crystal X‐ray diffraction analysis. Among them, pyrene‐antipyrine conjugate (L) undergoes pyrene triggered inhibition of photo‐induced electron transfer (PET) leading to water‐assisted AIE.