Dependence of the long‐range phosphorus–hydrogen coupling constant ⁿJ_P–H (n = 3,6,7) on the bond order between phosphorus and its substituents: preparation and spectroscopic characterization of several phosphoramidates

Abstract

The examination of spectra of a selected series of phosphoramidates showed that, in addition to a double bond, whenever there are one or two partial multiple bonds in the molecule the long-range coupling constant, such as 6 J P -H , 7 J P -H and 3 J P -H , either disappears or at least reduces. In particular, the experimental data indicate the unexpected effect of a partial multiple bond between phosphorus and fluorine in 7 J P -H and 3 J P -H .

Syntheses, spectroscopic study and crystal structures of some new N-benzoylphosphoric triamides

“…2 J(PNH) amine coupling constant for amine protons in compound 1 is 9.1 Hz in d 6 -DMSO and 13.2 Hz in CDCl 3 . This X = NH-CH(CH 3 ) 2 (1), NH-CH 2 -CH(CH 3 ) 2 (2), constant in both similar compounds 2 (containing isobutyl groups) and 3 (containing 2,2-dimethoxy-ethyl groups) is 16.1 Hz that is higher than those observed for acyclic phosphoramidates [14,27,28]. 3 J(PNCH) coupling constant in molecule 4 is 16.3 Hz, which is higher than the observed values for our previously reported acyclic phosphoramidates [27][28][29].…”

Syntheses and spectroscopic investigation of some cyclophosphazanes: Analysis of pseudo‐triplet splitting

“…2 J PNH coupling constant in molecule ( p-CH 3 C 6 H 4 NH)P(O)Cl 2 is 11.6 Hz [37] that increases in compound 3 to 12.7 Hz. It seems that substitution of chlorine atom by N(CH 3 ) 2 group causes more interaction between phosphorus and nitrogen atoms and thus increasing this coupling constant.…”

“…The 3 J PNCH coupling constant in compound (CH 3 ) 2 NP(O)Cl 2 is 15.8 Hz [38,39] and it decreases to 14.0 and 5.4 Hz in molecules 3 and 6, respectively. This phenomenon is described as the formation of partial multiple bonds between phosphorus and nitrogen atoms that cause decreasing of 3 J PNCH coupling constant [37].…”

Synthesis, characterization, and prediction of biological activity of phosphoramide compounds

“…The compounds synthesized were characterized by 1 H, 13 The biological activities of chemical compounds are related to their physicochemical properties by some functions, as shown in equation (1) [2].…”