A Novel Phosphate Chemosensor Utilizing Anion-Induced Fluorescence Change | Zendy

JenHai Liao | Zendy; ChaoTsen Chen | Zendy; JimMin Fang | Zendy

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A Novel Phosphate Chemosensor Utilizing Anion-Induced Fluorescence Change

Author(s) -

JenHai Liao,

ChaoTsen Chen,

JimMin Fang

Publication year - 2002

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/ol0171564

Subject(s) - chemistry , fluorescence , excimer , titration , pyrene , ion , monomer , pyridine , phosphate , photochemistry , crystallography , inorganic chemistry , medicinal chemistry , organic chemistry , physics , quantum mechanics , polymer

[structure: see text] The neutral receptor N,N'-bis[3,5-di[(1-pyrenylmethyl)carbamoyl]benzyl] pyridine-2,6-dicarbamide (2) provides a pseudo-tetrahedron cleft and multiple hydrogen bondings to form a 1:1 complex with phosphate ion in a highly selective manner, by comparison with other anions (F(-), Cl(-), Br(-), SCN(-), AcO(-), NO(3)(-), ClO(4)(-), and HSO(4)(-)). The binding strength can be inferred from the emission intensity ratio of the pyrene monomer (lambda(max) 377 nm) to the excimer (lambda(max) 477 nm). Fluorescence titration, X-ray analysis, and NMR studies support a proposed complexation model.

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