Quinoline-Derived Two-Photon Sensitive Quadrupolar Probes

Chemistry. 2017 Feb 3;23(8):1860-1868. doi: 10.1002/chem.201604500. Epub 2017 Jan 3.


Quadrupolar probes derived from 8-dimethylamino-quinoline (8-DMAQ) having a pegylated fluorene core were prepared and studied under "one-photon" (λ=365 nm) and "two-photon" (TP) (λ=730 nm) irradiation conditions. Compound 1 a was identified as the most efficient probe by UV activation that showed sequential release of acetic acid as a model. Although the probe showed high two-photon absorption it stayed inert under femtosecond irradiation conditions. Fast and selective photolysis was observed, however, by using picosecond irradiation conditions with a remarkably high TP uncaging cross-section (δu =2.3 GM).

Keywords: absorption; chromophores; nonlinear optics; quinolines.