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Updated: Jun 5, 2026

A Two-Step Protocol for Umpolung Functionalization of Ketones Via Enolonium Species
Published on: August 16, 2018
(3-Amino-phen-yl)diphenyl-phosphine oxide-2-propanol (1/1)
Abstract:
The title compound, C(18)H(16)NOP·C(3)H(8)O, was synthesized by the reduction of (3-nitro-phen-yl)diphenyl-phosphine oxide in the presence of 2-propanol as recrystallization solvent. There are two molecules in the asymmetric unit. Each P atom is tetra-coordinated by three C and one O atom from two phenyl fragments, one aniline group and one double-bonded O atom in a distorted tetra-hedral geometry. C-H⋯π and N-H⋯π inter-actions are present. In the crystal structure, a wide range of non-covalent inter-actions consisting of hydrogen bonding [of the types of O-H⋯O, N-H⋯O and C-H⋯O, with D⋯A distances ranging from 2.680 (3) to 3.478 (3) Å] and π-π [centroid-centroid distance of 3.7720 (15) Å] stacking inter-actions connect the various components into a supra-molecular structure.
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