Acta Crystallographica Section C

Crystal Structure Communications

Volume 69, Part 9 (September 2013)

organic compounds

eg3131 scheme

Acta Cryst. (2013). C69, 1070-1072    [ doi:10.1107/S0108270113022087 ]

2-[Anilino(diphenylphosphoryl)methyl]phenol from a three-component Kabachnik-Fields reaction

M.-S. Wu, Q.-Q. Feng, G.-N. Li and D.-H. Wan

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.

Formula: C25H22NO2P

Keywords: crystal structure; Kabachnik-Fields reaction; heterochiral chains.

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[ doi:10.1107/S0108270113022087/eg3131Isup3.cml ]
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