Biphenyl-2,2'-dicarboxylic acid (diphenic acid)

2,2'-Bis(acetamido)biphenyl

“…Values of this torsion angle in related compounds have been calculated: r = 0.0 ° in biphenyl (Charbonneau & Delugeard, 1977), r=66.7(3) ° in 2,2'-dichlorobiphenyl (Romming, Seip & Aanesen Oymo, 1974), r = 59.1 (1)° in 2,2'-diaminobiphenyl (Ottersen, 1977), r = 83.2 (4) ° in biphenyl-2,2'-dicarbonyl chloride (Leser & Rabinovich, 1978), r = 110.1 (2) and 97.1 (2) ° in biphenyl-2,2'-dicarboxylic acid, where two independent molecules were observed (Fronczek, Davis, Gehrig & Gandour, 1987).…”

“…2. This phenomenon is a general feature of the 2,2'-disubstituted biphenyl compounds (Ottersen, 1977;Leser & Rabinovich, 1978;Fronczek et al, 1987;Reboul et al, 1992).…”

Diphenic Acid as a General Conformation Lock in the Design of Bihelical Structures

“…The specific knowledge of parameters for one bihelical structure would narrow the choice among several possibilities. A general scaffold in the form of a "conformation lock" was identified in diphenic acid, since the molecule not only possesses the necessary functional groups but also the nearly orthogonally aligned phenyl rings, [21] that were anticipated to generate the needed β-turn like element. Cystine was chosen as the key linker element because of its chiral nature and ability to take part in several topological forms.…”

Structure du 2-acétylamino-2'-(diacétylamino)biphényle

“…Dans les cas du 2,2'-diaminobiph6nyle (Ottersen, 1977) le facteur d6terminant la conformation mol6culaire semble 6tre dfi fi une liaison hydrog6ne intramol6culaire intervenant entre les substituants en 2 et 2' responsables de la configuration syn. L'acide diph6nique (Fronczek, Davis, Gehrig & Gandour, 1987) est ~ ce jour le seul d6riv~ 2,2'-disubstitu6 dont la structure cristalline a 6t6 publi6e, pr6sentant une conformation anti. Des liaisons hydrog+nes intermol~culaires sont tr~s probablement responsable de cette g6om&rie d'apr~s les auteurs.…”