On the Chemistry of Pyrrole Pigments, LXXIII: Synthesis and Structure of 10-Aryl-bilatrienes-abc

Article abstract of DOI:10.1007/BF00810646

Several 10-arylbilatrienes-abc substituted with various substituents in position "4" of the phenyl residue were prepared.Configurational and conformational analysis using NOE-measurents, UV-VIS spectra together with PPP-SCF-LCAO-MO-CI-calculations, ring current effects and pK_a-determinations showed the bilin chromophor to adopt a more or less undisturbed (Z,Z,Z)-sp,sp,sp-geometry, compared to bilatrienes-abc.The plane of the aryl moiety is, however, heavily twisted against the mean plane of the bilin chromophor-the torsional angle is estimated to be about 60 deg. - Keywords: 10-Aryl-bilatrienes-abc; Conformational Analysis