Self-association of diphenylpnictoginic acids in solution and solid state: covalent vs. hydrogen bonding

• DOI: 10.1039/d2cp00286h
• Publication Date: 2022-03-15T15:56:07Z
• Authors: Artyom A. Yakubenko; Aleksandra M. Puzyk; Vladislav O. Koro...; Valeriia V. Mullo...; Elena Yu. Tupikina; Peter M. Tolstoy; Alexander S. Antonov
• Keywords: Halogen bond

Triphenylpnictogens were oxidized to access diphenylpnictioginic acids Ph2XOOH (X = P, As, Sb, Bi). It was shown that oxidation with chloramine-T does not lead the cleavage of a C-pnictogen bond. The preliminary reductive sodium in liquid ammonia followed by hydrogen peroxide successfully utilised for synthesis diphenylphosphinic and diphenylarsinic acids. solid state (by means XRD), all diphenylpnictoginic form polymeric chains. Diphenylbismuthinic diphenylantimonic covalent adducts, while chains are associated through bonding. Unlike acid, diphenilarsinic acid forms two polymorphs hydrogen-bonded infinite In solution polar aprotic solvent similarly dimethylarsinic, cyclic dimers together small amount trimers.