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Syntheses and Physical Properties of Several Symmetrical Sexiphenyls
Ibuki, Eiichi,Ozasa, Shigeru,Fujioka, Yasuhiro,Kitamura, Hirohiko
, p. 1468 - 1476 (2007/10/02)
Seven sexiphenyls, including three new isomers, 3,4,3',4'-tetraphenylbiphenyl (Id), 2,5,2',5'-tetraphenylbiphenyl (IIId), and 2,2'-di(3-biphenylyl)biphenyl (Vd), were synthesized by Ullmann homo-coupling of iodoterphenyl.The characteristic band of the infrared spectra (675-920 cm-1) and signals of the nuclear magnetic resonance spectra of the sexiphenyls were assigned tentatively and are discussed briefly.Infrared studies indicated that the range 730-770 cm-1, generally accepted as the position of the C-H out-of-plane bending bands of phenyl rings, should be widened slightly to 730-782 cm-1.The ultraviolet spectra commonly displayed an intense E-band in the narrow region of 192-207 nm.The prominent K-band above ca. 260 nm of branched sexiphenyls was taken as indicative of the presence of one or more p-linkages, as in the case of linear compounds.Keywords - polyphenyls; Ullmann reaction; infrared spectra; ultraviolet spectra; NMR spectra; iodoterphenyls
