2-[Anilino(diphenylphosphoryl)methyl]phenol from a three-component Kabachnik-Fields reaction
Ming-Shu Wu1, Qing-Qin Feng, Gao-Nan Li
1College of Chemistry and Chemical Engineering, Hainan Normal University, Haikou 571158, People's Republic of China. wumingshu@126.com
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.
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