Simple Molecule-Based Fluorescent Sensors for Vapor Detection of TNT | Zendy

Grigory V. Zyryanov | Zendy; M.A. Palacios | Zendy; Pavel Anzenbacher | Zendy

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Simple Molecule-Based Fluorescent Sensors for Vapor Detection of TNT

Author(s) -

Grigory V. Zyryanov,

M.A. Palacios,

Pavel Anzenbacher

Publication year - 2008

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/ol801030u

Subject(s) - chemistry , fluorescence , simple (philosophy) , molecule , nanotechnology , combinatorial chemistry , organic chemistry , materials science , physics , quantum mechanics , philosophy , epistemology

1,4-Diarylpentiptycenes (1a-e) were synthesized from 1,4-dichloro- or 1,4-difluoro-2,5-diarylbenzene derivatives by double base-promoted dehydrohalogenation to give corresponding arynes, which in the presence of anthracene undergo cycloaddition providing 1,4-diarylpentiptycenes in moderate overall yields. The resulting 1,4-diarylpentiptycenes show fluorescence modulated by the 1,4-aryl residues. The fluorescence is quenched in the presence of vapors of nitroaromatic compounds suggesting potential application in sensing of explosives.

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