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Frontiers of Chemical Science and Engineering >> 2007, Volume 1, Issue 4 doi: 10.1007/s11705-007-0069-6

Synthesis and characterization of 2,5-bis[4-(2-arylvinyl)phenyl]-1,3,4-oxadiazoles with two-photon fluorescence properties

School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China;

Available online: 2007-12-05

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Four novel 2,5-bis[4-(2-arylvinyl)phenyl]-1,3,4-oxadiazoles that exhibit strong two-photon absorption and enhanced two-photon excited fluorescence were designed and synthesized based on push-core-pull-core-push molecules built from embedding electron-transporting 1,3,4-oxadiazole in aromatic conjugated system through Wittig-Horner reaction. Their chemical structures were determined to show trans-vinylene character according to infrared (IR) and H nuclear magnetic resonance (NMR) spectra. A very effective energy transfer from the excited units to the ?-conjugated bridging unit can enhance the two-photon absorption and two-photon fluorescence.

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