Simple molecule-based fluorescent sensors for vapor detection of TNT.
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.
Zyryanov
Grigory V
GV
Center for Photochemical Sciences and Department of Chemistry, Bowling Green State University, Bowling Green, Ohio 43403, USA.
Palacios
Manuel A
MA
Anzenbacher
Pavel
P