An Approach to the Development of Organophosphorus Fungicides

Hudson, Harry; Pianka, M.

doi:10.1080/10426509608046269

Cited by 2 publications

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“…Numerous aminophosphonic acids, their esters, and salts have attracted special attention due to their synthetic and biological value both as agrochemical (herbicides, pesticides, and growth regulators in plants) and medical (antibiotics, antivirals, and enzyme inhibitors) products with wide applications [4][5][6][7]. Fosmidomycin [HCON(OH)-(CH 2 ) 3 -PO 3 H 2 ], one of four structurally related phosphonic acid derivatives, isolated from Streptomyces, is currently the most interesting natural phosphonate antibiotic [7].…”

Section: Introductionmentioning

confidence: 99%

DFT studies and AIM analysis of intramolecular N–H···O hydrogen bonds in 3-aminomethylene-2 methoxy-5,6-dimethyl-2-oxo-2,3-dihydro-2λ5-[1,2]oxaphosphinin-4-one and its derivatives

Małecka

2009

Struct Chem

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The intramolecular N-HÁÁÁO hydrogen bonds in 3-aminomethylene-2 methoxy-5,6-dimethyl-2-oxo-2, 3-dihydro-2k 5 -[1,2]oxaphosphinin-4-one and its derivatives (F, H, Li, -BeH) were studied by DFT (density functional theory) methods. The results of calculations were obtained at B3LYP/6-311??G(d,p) level on model species, with the resonance-assisted hydrogen bonds (RAHB). Topological parameters such an electron density, its Laplacian, kinetic electron energy density, potential electron energy density, and total electron energy density at the bond critical points (BCP) of HÁÁÁO/N-H contact bonds from Bader's 'Atoms in molecules' (AIM) theory were analyzed in details. The energy of the N-HÁÁÁO interactions studied here was found rather weak (E HB = 2.53-12.08 kcal/mol). The results of AIM ellipticity indicated p-delocalization over all six atoms within ring.

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Section: Introductionmentioning

confidence: 99%

DFT studies and AIM analysis of intramolecular N–H···O hydrogen bonds in 3-aminomethylene-2 methoxy-5,6-dimethyl-2-oxo-2,3-dihydro-2λ5-[1,2]oxaphosphinin-4-one and its derivatives

Małecka

2009

Struct Chem

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“…Their fields of application cover chemistry, medicine and agricultural science, due to their various complexing, biological and agrochemical properties [21][22][23]. We have studied their surfactant properties [24] and their adsorption at the air/water interface on various ion-containing subphases (Na + , Ca 2+ and Mg 2+ ) [25].…”

Section: Introductionmentioning

confidence: 99%

Preparation and characterization of new hybrid organic/inorganic systems derived from calcium (α-aminoalkyl)-phosphonates and -phosphonocarboxylates

Al-Ali

Lebugle

Rico‐Lattes

et al. 2005

Journal of Colloid and Interface Science

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We have studied the phenomenon of calcium complexation by lab synthesized amphiphilic (alpha-aminoalkyl)-phosphonocarboxylic or -phosphonic acids. The electrical conductivity of aqueous solutions of sodium salts of all these acids was measured versus the volume of a calcium salt solution added. It appeared that calcium complexes are formed in a Ca/P atomic ratio close to 1. Calcium phosphonocarboxylates and calcium phosphonates were also precipitated by mixing aqueous solutions of disodium salts of phosphorus amphiphiles and calcium nitrate solutions. Before chemical analysis, these complexes were calcined to remove the organic part. In the mineralized products, calcium and phosphate were assayed: the Ca/P atomic ratio was equal to 1. X-ray diffraction and IR spectroscopy showed that they are made entirely of beta pyrophosphate (Ca2P2O7), a result in agreement with previous chemical analysis. The chemical formula of the starting calcium complexes could be written as CaL2H2O (L=ligand). The SEM micrographs of these complexes show plate-like structures. XRD patterns are characteristic of layered structures. These facts suggest that calcium complexes are composed of alternating bimolecular layers of calcium alkylphosphonocarboxylates or calcium alkylphosphonates, the chains being tilted and partially interdigitated.

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An Approach to the Development of Organophosphorus Fungicides

Cited by 2 publications

References 0 publications

DFT studies and AIM analysis of intramolecular N–H···O hydrogen bonds in 3-aminomethylene-2 methoxy-5,6-dimethyl-2-oxo-2,3-dihydro-2λ5-[1,2]oxaphosphinin-4-one and its derivatives

DFT studies and AIM analysis of intramolecular N–H···O hydrogen bonds in 3-aminomethylene-2 methoxy-5,6-dimethyl-2-oxo-2,3-dihydro-2λ5-[1,2]oxaphosphinin-4-one and its derivatives

Preparation and characterization of new hybrid organic/inorganic systems derived from calcium (α-aminoalkyl)-phosphonates and -phosphonocarboxylates

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