Syntheses and Physical Properties of Several Octiphenyls and a Septiphenyl

概要

論文の詳細を見る
Six symmetrical linear octiphenyls were synthesized by the Ullmann homo-coupling reaction of iodoquaterphenyl. Another satisfactory method for synthesizing octiphenyls is also described, i.e., a Kharash-type Grignard cross-coupling of biphenylylmagnesium bromide and diiodoquaterphenyl in the presence of bis (acetylacetonato) nickel (II). Moreover, m-septiphenyl was successfully synthesized by deamination of the corresponding amino compound. Infrared studies of the polyphenyls indicated that the fine-structure bands in the regions of 770-810 and 870-915 cm^<-1> may be considered as indicators of the presence of consecutive m-phenylene rings, regardless of the existence of o-or p-phenylene rings. The ultraviolet spectra of the octiphenyls, which contain two kinds of linkages, showed absorption curves closely related to those of quaterphenyls corresponding to the structural units of the former compounds. The nuclear magnetic resonance spectra of the polyphenyls without an o-phenylene ring showed multiplet peaks due to the resonances of an isolated m-phenylene proton at the lowest field within a narrow region (δ7.81-7.95). Huckel molecular orbital calculations of the longest wavelength absorption bands of ten polyphenyls were carried out. The calculated and observed wavelengths were in rather good agreement except for the cases of three compounds.
社団法人日本薬学会の論文
1980-11-25