Journal of the Chemical Society. Perkin transactions I p. 1147 - 1152 (1993)
Update date:2022-09-26
Topics:
Sonoda, Yoriko
Nakao, Yukimichi
All-trans-(1,4-phenylenehexa-1,3,5-trienylene) oligomers, all-trans-1,4-bis(6-phenylhexa-1,3,5-trienyl)benzene (PHT2) and all-trans-1,6-bis<4-(6-phenylhexa-1,3,5-trienyl)phenyl>hexa-1,3,5-triene (PHT3), were prepared respectively by the Wittig reaction from 1,4-phenylenediacrylaldehyde or 1,6-bis<4-(2-formylvinyl)phenyl>hexa-1,3,5-triene.The (1)H NMR, IR and UV-VIS spectra of the crude oligomers indicated the presence of cis double bonds in the trienes.The cis-trans isomerization of these double bonds was carried out by heating the cis-containing crude product in an appropriate solvent with iodine catalysis.The structures of PHT2 and PHT3 were confirmed by comparison of their IR spectra with that of all-trans-1,6-diphenylhexa-1,3,5-triene.
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