2‐[Anilino(diphenylphosphoryl)methyl]phenol from a three‐component Kabachnik–Fields reaction. (13th August 2013)

• Record Type: Journal Article
• Authors: Wu, Ming‐Shu; Feng, Qing‐Qin; Li, Gao‐Nan; Wan, De‐Hui
• Is Part Of: Acta crystallographica. Volume 69:Part 9(2013:Sep.)
• Page Start: 1070
• Page End: 1072
• Publication Date: 2013-08-13
• Subjects: crystal structure -- Kabachnik–Fields reaction -- heterochiral chains; Crystallography -- Periodicals; Crystals -- Periodicals; 548.05
• DOI: 10.1107/S0108270113022087
• Languages: English
• ISSNs: 0108-2701

Abstract

Abstract : The title compound, C25 H22 NO2 P, 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.