Structure and Intramolecular Lability of N-(Thio)phosphoryl(thio)amides III.* 1H, 13C, and 31P NMR Spectroscopic Study of the Structure of N-Diisopropoxy(thio)phosphoryl(thio)benzamides

The structure and intramolecular processes in solutions of N-(thio)phosphoryl(thio)benzamides were studied by 1H, 13C, and 31P NMR spectroscopy. Analysis of the NMR data confirmed the strong tendency of these compounds to tautomerism in solution. The amide form with trans orientation of the NH proton and the C=O(S) group with respect to the C-N bond was shown to be preferred. The free energies of activation of tautomerization of the amide forms were determined

Reaction of Potassium Salts of N-(Thio)phosphorylthioamides with Chlorinated 1,3,5-Triazines

Potassium salts of N-(thio)phosphorylthioamides can substitute one, two, or three halogen atoms in chlorinated 1,3,5-triazine molecules to give the products of imidothiyl structure. At low temperature, products of incomplete substitution of halogen in the starting 1,3,5-triazines can be obtained

Crystal and molecular structure of two insecticides: Amido-o, s-dimethylthiophosphate and n-acetamido- o, s-dimeth ylthiophosphate

The crystal and molecular structure of title compounds have been determined by means of X-ray analysis. The amido-O.S-dimethylthiophosphate (1) crystallizes in the monoclinic space group P21/n with cell dimensions a = 5. 374(3), b = 9. 220(4), c = 13.847(5) Å and β = 101.08(5)° at the - 100°C. The N-acetamido-O.S-dimethylthiophosphate (2) crystallizes in the monoclinic space group P21/c with cell dimensions a = 11. 547(3), b = 8. 545(2), c = 8.954(5) Å and β = 93.03(4)°. The structures were solved by direct methods and refined by least-squares to R = 0. 0493(1) and 0.0482(2). The coordination around P of the molecules (1) and (2) is distorted tetrahedrally. Molecules have nearly planar moieties HCSP=O and HNPOC (1), HCSP=O and HCC (0) NHPOC (2) with trans-orientation HCSP, CSP=O and NPOC groups. The angle between these planes is 85.3° (1) and 90.3° (2). There are intermolecular P=O … H-N hydrogen bonds in the crystal structures (1) and (2). © 1991 Taylor & Francis Group, LLC. All rights reserved

Structure and intramolecular mobility of N-(phosphoryl)-or N-(thiophosphoryl)amides and -thioamides: VIII. Structure of N-(thiophosphoryl)-S-organylbenzimidothioates by NMR spectroscopy

N-(Diisopropoxythiophosphoryl)-and N-(diisopropoxyphosphoryl)-S-organylbenzimidothioates, which contain one and two imidothiol fragments, are structurally homogeneous in solutions. Cis arrangement of the Ph and P(X)(OPr-i)2 substituents about the C=N bond (E isomer) was deduced from the 3JPNCC constants

Structure and intramolecular mobility of N-(thio)phosphoryl(thio)carbonylamides: X.1 1H, 13C, and 31P NMR study of the structure of N,N'-bis(thio)phosphoryl(thio)urea containing open-chain fragment

N,N'-Bis(W-diisopropoxythiophosphorylaminothiocarbonyl)-1,7-diaminoheptane in 3-10% solutions in acetone-d6 exhibits high molecular mobility with realization of two conformations of its molecule, amide-amide proton exchange, and various tautomeric forms

Reaction of N-Phosphoryl(thio)amides with Stannic Chloride

N-Dialkoxyphosphinoylamides react with SnCl4 without rupture of the NH bonds to form stable 1:1 complexes. Replacement of one or both oxygen atoms in the P=O and C=O groups of these compounds by a sulfur atom changes the composition of the complexes and may result in an ionic mechanism of complexation. Nonacylated amidophosphate and thioamidophosphate form 2:1 and 1:1 complexes, respectively

Alkylation of N-Phosphorylated Thioamides

N-Phosphorylated thioamides as well as their alkali metal salts readily react with chloroacetamide, bromoacetal, and diiodomethane to form alkylation products at the sulfur atom of the thiocarbonyl group. The reaction with epichlorohydrin proceeds differently and leads to oxygen substitution for the sulfur in the thiocarbonyl group

N-phosphorylated amides and thioamides

The first systematic review is presented on carboxylic and thiocarboxylic acid amides scontaining a substituent with four-coordinated phosphorus atom at the nitrogen atom. The synthesis, structure and certain chemical properties of this compound class have been examined together with their prototropic and phosphorylotropic tautomerism, their dual reactivity, and the structure and properties of some of their metallic and organic derivatives. Particular attention has been paid to the practical application of these compounds. The bibliography includes 223 references. © 1991 IOP Publishing Ltd

Structure and Intramolecular Lability of N-(Thio)phosphoryl(thio)amides. IV. 1H, 13C and 31P NMR Study of Dynamic Processes in Solutions of N,N′-Bis(diisopropoxythiopnosphorylaminothiocarbonyl)-1,10-diaza-18-crown- 6 Ethers

1H, 13C, and 31P NMR spectroscopy was used to study the structure of N,N′-bis(diisopropoxythiophosphorylaminothiocarbonyl)-1,10-diaza-18-crown- 6 ethers in CD3CN, CD2Cl2, and (CD3)2CO solutions. A tautomeric equilibrium was detected, involving the amide (with C=S trans to P=S), two prototropic, and one phosphorylotropic forms. It is found that the macroheteroring has two conformations: with trans,cis, and trans N-substituents. The conformational equilibrium is solvent-dependent

N-acylamidophosphinates: Structure, properties and complexation towards main group metal cations

N-Acylamidophosphinates RC(X)NHP(Y)R′2 (NAAP) and their thioanalogues (X,Y=O, S; R = Alk, Ar, CCl3, Het, NR2 2, NR2R3; R' = Ar, OAlk, OAr, SAlk, NAlk2, NHAr) contain X, Y donor atoms and amide nitrogen, which are capable of taking in complexation with metal cations. An application of NAAP complexes in supramolecular chemistry has been investigated in the last decades. Developed synthetic methods allow us to obtain N-acylamidophosphinate ligands contained multiple chelating groups or a combination of several essentially various coordinating fragments in the molecule: chelating moiety C(X)NHP(Y) and a macrocycle. The latter ligands are capable of connecting ions simultaneously by the chelating sites, and by the "guest-host" mechanism using the macrocycle. The bibliography includes 104 references. © 2006 Bentham Science Publishers Ltd