title: 2-[Anilino(diphenylphosphoryl)methyl]phenol from a three-component Kabachnik-Fields reaction.
abstract: The title compound, C25H22NO2P, was synthesized in high yield by a three-component Kabachnik-Fields reaction of diphenylphosphine oxide, salicylaldehyde and aniline in dry toluene at room temperature. It precipitates as racemic crystals, in which strong hydrogen bonds between the hydroxy group and the P=O group of a neighbouring molecule form one-dimensional heterochiral chains along the crystallographic a axis, with an O···O separation of 2.568 (2) Å. The pseudo-tetrahedral environment of the P atom is distorted, with O-P-C bond angles significantly larger than the C-P-C angles.
authors.affiliation: College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, People's Republic of China. wumingshu@126.com
authors.forename: Ming-Shu
authors.initials: MS
authors.lastname: Wu
authors.forename: Qing-Qin
authors.initials: QQ
authors.lastname: Feng
authors.forename: Gao-Nan
authors.initials: GN
authors.lastname: Li
authors.forename: De-Hui
authors.initials: DH
authors.lastname: Wan
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D000814:Aniline Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D015394:Molecular Structure; D010636:Phenols / Q000138:chemical synthesis* / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry
chemical_list: C587349:2-(anilino(diphenylphosphoryl)methyl)phenol; D000447:Aldehydes; D000814:Aniline Compounds; D010636:Phenols; D010720:Phosphines; C013243:salicylaldehyde; C023650:aniline
keywords: Kabachnik–Fields reaction; crystal structure; heterochiral chains