@article{oai:nagasaki-u.repo.nii.ac.jp:00001024,
 author = {HIGASHIJIMA, Takumi and KISHIKAWA, Naoya and KURODA, Naotaka},
 issue = {8},
 journal = {Analytical Sciences},
 month = {Aug},
 note = {The long-wavelength fluorogenic derivatization method for aryl halides was developed based on stilbene formation by the Heck coupling reaction between aryl halides and vinylbenzenes in the presence of palladium(II) acetate as a catalyst. Fluorescent maximum wavelengths of the derivative obtained by the proposed reaction were 365 - 450 nm, which were 50 - 100 nm longer than those of the biphenyl derivatives formed with our previously developed fluorogenic derivatization method. Also,by the investigation using vinylbenzenes containing electron-donating or -withdrawing functional groups, 
it was found that an internal charge transfer system could contribute to extend the emission wavelength of the derivative. 
Furthermore, the proposed reaction was applied to develop a pre-column derivatization HPLC with fluorescence detection method for aryl bromides using 4-vinylanisole. p-Substituted aryl bromide derivatives (i.e., p-bromobenzonitrile, p-bromoanisole, bromobenzene, p-bromobenzoic acid ethyl ester, p-bromotoluene) were successfully detected within 40 min with the detection limit of 0.007 - 0.264 μM. Despite the short reaction time of 10 min, the reaction yields for p-bromoanisole and bromobenzene were good at 101 and 87%, respectively., Analytical sciences, 36(8), pp.997-1001; 2020},
 pages = {997--1001},
 title = {Long-wavelength Fluorogenic Derivatization of Aryl Halides Based on the Formation of Stilbene by Heck Reaction with Vinylbenzenes},
 volume = {36},
 year = {2020}
}