Synthesis,spectroscopic studies,and X-ray crystallographic analysis of the organophosphorus carbohydrate: methyl 4,6-O-benzylidene-3-deoxy-3-C-diphenylphosphinyl-α-D-altropyranoside

The synthesis and molecular structure determination of an organophosphorus carbohydrate are reported. In the solid state the molecules of methyl 4,6-O-benzylidene-3-deoxy-3-C-diphenyl-phosphinyl--D-altropyranoside are linked together by intermolecular hydrogen bonding involving the oxygen attached to phosphorus and the hydroxy group. The five-valent phosphorus atom is in a distorted tetrahedral environment. The chiral molecules crystallize in the monoclinic space groupP2₁ withZ+2. Results from¹ H.¹³C and³¹P NMR investigations together with IR data are presented.     

X-ray analysis and spectral data of β-[N-phenyl,N-(β′-bromo-cinnamoyl)-amino]-cinnamanilide reveal the course of reaction of benzoylacetanilide with POBr3

The reaction of benzoylacetanilide with the excess of POBr₃ furnished monomolecular products and the bimolecular-[N-phenyl,N-(-bromo-cinnamoyl)-amino]-cinnamanilide. Its structure was elucidated by means of elemental analysis, IR,¹H NMR and mass spectral data as well as X-ray analysis, which proved that the reaction mentioned goes via condensation. C₃₀H₂₃BrN₂O₂ crystallizes with two independent molecules in an asymmetric unit in the orthorhombic space groupP2₁2₁2₁ witha ₃=9.834(3),b=19.614(2),c=26.450(6) Å,Z=8,V=5101(4) ų,D _m =1.34,D _x =1.36 mg m^–3,F(000)=2151,M _r =523.107,=2.25 mm^–1, (CuK)=1.54178 Å,T=293 K; the finalR factor was 0.067.