Crystal structure of 1-(4-(dimethylamino)phenyl)- 2,3-bis(diphenylphosphoryl)propan-1-one, C 35 H 33 NO 3 P 2

C 35 H 33 NO 3 P 2 , orthorhombic, P 2 1 2 1 2 1 (no. 19), a = 5.9926(3) Å, b = 20.7065(10) Å, c = 23.5675(12) Å, V = 2924.4(3) Å 3 , Z = 4, T = 300 K, R gt ( F ) = 0.0440, wR ref ( F 2 ) = 0.1232.

1 Source of material 1-(4-(dimethylamino)phenyl)-2,3-bis(diphenylphosphoryl) propan-1-one was prepared by the direct difunctionalization of tertiary enaminones with H-phosphine oxide.Firstly, the 1-(4-(dimethylamino)phenyl)ethan-1-one reacted with N,N-dimethylformamide dimethyl acetal at 363 K for overnight to generate (E)-3-(dimethylamino)-1-(4-(dimethylamino)phenyl) prop-2-en-1-one.In this reaction, residual N,N-dimethylformamide dimethyl acetal was removed under vacuum, and then the crude product A was purified by flash column ) reacted with diphenylphosphine oxide (505 mg, 2.5 mmol) in the chlorine hydride tetrahydrofuran solution (8 mL, 0.5 mol/L) at 323 K for 12 h.After completion of reaction, the mixture was quenched by 30 mL water, and extracted three times by ethyl acetate.After the organic phase was dried by anhydrous sodium sulfate, the solvent was evaporated under vacuum to obtain the crude product.The residue was further purified by flash column chromatography on silicagel (dichloromethane/methanol = 50:1) to obtain white product as the target compound in 89 % yield.

Experimental details
Single crystals of 1-(4-(dimethylamino)phenyl)-2,3-bis(diphe nylphosphoryl)propan-1-one were cultured in a mixed solvent of dichloromethane and petroleum ether for 15 days.Using Olex2, 1 the structure was solved with the ShelXT 2 structure solution program using Intrinsic Phasing and refined with the ShelXL 3 refinement package using least squares minimisation.All hydrogen atoms bound to carbon, phosphine, and bromide atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.
The synthetic research toward organic phosphorous and their derivatives is attractive due to their wide applications in organic catalysis, 4 medicinal chemistry, 5 and materials science. 6In this context, vicinal diphosphorylation of enaminones with H-phosphine oxides was developed in an acid medium.The prepared compound is air stable, and it can be further converted into (3-(4-(dimethylamino)phenyl)-3-hydroxypropane-1,2-diyl)bis(diphenylphosphine oxide) using sodium borohydride.

Conflict of interest statement:
The authors declare no conflicts of interest regarding this article.Author contribution: Qianlu Xing and Junhao Ao drafted most parts of the manuscript and conducted the experiments of crystal analysis.Xin Jin cultured the crystal of compound.
Qiang Huang contributed to the analysis of results.All authors agreed to the final version of the manuscript.All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

Table  :
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å  ).