SYNTHESES AND PHYSICAL PROPERTIES OF SEVERAL POLYPHENYLENES CONTAINING MIXED LINKAGES.

Abstract

Fourteen macrocyclic polyphenylenes, including ten new compounds, were synthesized by intra- or intermolecular homo-coupling of di-Grignard compound and by cross-coupling of two kinds of di-Grignard compounds with copper(II) chloride, **1H NMR spectra of the polyphenylenes, compared with those of open-chain analogues, provide valuable information on the nonplanar spacial relationship of constituting phenylene rings. UV spectra of the compounds containing p-phenylene ring(s) suggest that the lack or decrease in intensity of K-band above ca. 260 nm or a marked shift of that band provides useful conformational information. Empirical Hueckel molecular orbital calculations of longest-wavelength absorption bands of twelve polyphenylenes were also carried out.