Syntheses, crystal structures and dynamic¹H NMR study of diastereotopic CH₂protons in several new phosphoric triamides

N-2,4-dichlorobenzoyl phosphoric triamides: Synthesis, spectroscopic and X-ray crystallography studies

“…This coupling was observed neither for compounds 11-19 nor for our previously reported phosphoric triamides. 24,25,[28][29][30][31][43][44][45] Typically, 4 J (H, H) coupling constants for the phenyl ring are in the range of 1-3 Hz and particular values seem to depend as much on the pattern of substitution as the nature of the substituent. 46 The 1 H NMR spectrum of compound 3 exhibited 3 J (H, H) cis = 10⋅3 Hz and 3 J (H, H) trans = 17⋅2 Hz for the coupling of terminal CH 2 protons of -CH=CH 2 with CH proton.…”

“…The structures of several phosphoramidates have already been determined by X-ray crystallography. [20][21][22][23][24][25][26][27][28][29][30][31] N-benzoylphosphoric triamides are one such significant category of phosphoramidates derivatives. In fact, the existence of -C(O)NHP(O)-skeleton as peptide group in these molecules cause them biologically active urease inhibitors.…”

“…[1][2][3][4][5] Moreover, they have important applications as insecticides and pesticides [6][7][8][9] and efficient ligands in coordination chemistry. [10][11][12][13] The synthesis, 14-17 theoretical 18,19 and structural studies [20][21][22][23][24] have been performed on these compounds. The structures of several phosphoramidates have already been determined by X-ray crystallography.…”

Phosphoramidates: Molecular Packing and Hydrogen Bond Strength in Compounds Having a P(O)(N)n(O)3-n (n = 1, 2, 3) Skeleton

“…Tris-alkyl (aryl) amido phosphates of the formula [R 1 R 2 N] 3 P(O), with three equal amido substituents linked to the P atom, are easily prepared from a one-pot reaction between phosphoryl chloride and corresponding amine. The single crystal X-ray determinations were performed for [R 1 R 2 N] = NHCH 3 (KABVAL) [93], N(CH 3 ) 2 (POTJAJ) [94], NHC(CH 3 ) 3 (KABVEP) [93], NHC 6 H 5 (KEQLUO) [95], NHCH 2 C 6 H 5 (TOKXIB) [96] and NHC 6 H 4 (4-OCH 3 ) (WAWNIS) [97] and also for the substituents shown in Scheme 17 [98][99][100][101][102][103][104][105]. Moreover, a few other phosphoramide compounds which each contains a triamido moiety (like for example compounds with refcodes EDEVAK [106] and NUVSEC [107] (Schemes 18 and 19) and some co-crystal compounds (for example BARHMP [108] and VAFRIE [109], see Schemes 20 and 21) were reported.…”

Crystal Structure of N-Benzoyl-N',N"-bis(2-ethylhexyl)phosphoric triamide

“…5 Slow evaporation of a solution of chloroform and heptane (with ratio 6/1) of the title compound at room temperature yielded suitable crystals for X-ray analysis by full-matrix least squares using the program SHELXTL-97.…”