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National Library of Medicine - Phosphorous acid

Synthesis of Dihydrophosphaisocoumarins through a Palladium-Catalyzed Oxidative Cyclization of Arylphosphonic Acid Monoethyl Esters with 1,3-Dienes 2017,

Phosphaannulation of Aryl- and Benzylphosphonic Acids with Unactivated Alkenes via Palladium-Catalyzed C-H Activation / Oxidative Cyclization Reaction, 2015,

Phosphorous acid is an intermediate in the preparation of other phosphorus compounds.(wikipedia)

Phosphorous acid esters are called phosphite with the formula (RO)3P.

Phosphoric acid can combine with certain alkaline elements to form salts called phosphates.

AB - Metalated and free-base A 3B-type asymmetric phthalocyanines (Pcs) bearing, in the asymmetric quadrant, a flexible alkyl linker of varying chain lengths terminating in a phosphonic acid (PA) group have been synthesized. Two parallel series of asymmetric Pc derivatives bearing aryloxy and arylthio substituents are reported, and their synthesis and characterization through NMR, combustion analysis, and MALDI-MS are described. We also demonstrate the modification of indium tin oxide (ITO) substrates using the PA functionalized asymmetric Pc derivatives and monitoring their electrochemistry. The PA functionalized asymmetric Pcs were anchored to the ITO surface through chemisorption and their electrochemical properties characterized using cyclic voltammetry to investigate the effects of PA structure on the thermodynamics and kinetics of charge transfer. Ionization energies of the modified ITO surfaces were measured using ultraviolet photoemission spectroscopy.

N2 - Metalated and free-base A 3B-type asymmetric phthalocyanines (Pcs) bearing, in the asymmetric quadrant, a flexible alkyl linker of varying chain lengths terminating in a phosphonic acid (PA) group have been synthesized. Two parallel series of asymmetric Pc derivatives bearing aryloxy and arylthio substituents are reported, and their synthesis and characterization through NMR, combustion analysis, and MALDI-MS are described. We also demonstrate the modification of indium tin oxide (ITO) substrates using the PA functionalized asymmetric Pc derivatives and monitoring their electrochemistry. The PA functionalized asymmetric Pcs were anchored to the ITO surface through chemisorption and their electrochemical properties characterized using cyclic voltammetry to investigate the effects of PA structure on the thermodynamics and kinetics of charge transfer. Ionization energies of the modified ITO surfaces were measured using ultraviolet photoemission spectroscopy.

Protein Dimerization on a Phosphonated Calix[6]arene Disc.

The major use of phosphorus compounds is in fertilizers, mainly as a mixture called superphosphate (calcium hydrogen phosphate), obtained from phosphate minerals by sulfuric acid treatment; and in nitrophosphates.

Paclitaxel-loaded phosphonated calixarene nanovesicles as a modular drug delivery platform.

The synthesis of hexahydropyridazine-3-phosphonic acid (piperidazine-3-phosphonic acid) was performed a hetero-Diels–Alder reaction followed by Lewis acid-catalyzed phosphonylation. This two-step procedure was improved to a one-pot reaction.

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Multifunctional p-phosphonated calixarenes.


Hirshfeld surface analysis of phosphonium salts.

Rhodium-Catalyzed Oxidative Cyclization of Arylphosphonic Acid Monoethyl Esters with Alkenes: Efficient Synthesis of Benzoxaphosphole 1-Oxides, 2013,

Templating silver nanoparticle growth using phosphonated calixarenes.

Rhodium-Catalyzed Oxidative Coupling through C‒H Activation and Annulation Directed by Phosphonamide and Phosphinamide Group, 2013,

Engineering Nanorafts of Calixarene Polyphosphonates.

In Situ Generation of Phosphoryl Alkylindiums and Their Synthetic Application to Arylalkyl Phosphonates via Palladium-Catalyzed Cross-Coupling Reactions2014,

Synthesis of phosphonates - Organic Chemistry Portal

Phosphorus is burned to make phosphorus pentoxide [phosphorus(V) oxide], a white solid used as a chlorinating agent in organic chemistry, as a drying agent and mainly converted to phosphoric acid used to make phosphates for fertilizers, electro chemical polishing and shaping, electroplating, metal cleaning and pickling in metal treatment by reaction with water.

Phosphonic Acids - PCI Synthesis - Phosphonic Acid …

Synthesis of Phosphaisocoumarins through Rhodium-Catalyzed Cyclization Using Alkynes and Arylphosphonic Acid Monoesters, 2013,

Phosphonic acid also can be alkylated with ..

Cyclic phosphonic acid analogues of the endogenous amino acids
L-aspartic acid and L -glutamic acid have played a major role in the
characterisation of excitatory amino acid receptors in the central nervous
system. The aim of the first section of this work is to describe the development
of a synthetic route that gives access to a novel series of compounds,
3-substituted-cyclobutanephosphonic acids. The synthesis of a valuable
intermediate diethyl3-oxocyclobutanephosphonate is described. Elaboration
of the ketone functionality of this compound provides allows the synthesis of a
number of previously inaccessible 3-substituted-cyclobutanephosphonates,
including E- and Z-3-amino-3-carboxy-cyclobutanephosphonic acid, 3-aminocyclobutanephosphonic
acid and the four stereoisomers of 3-(amino-carboxymethyl)-
cyclobutanephosphonic acid. Enzymatic hydrolysis of the
phenyl acetyl derivative of diethyl 3-(amino-cyanomethyl)-
cyclobutanephosphonate by penicillinacylase allowed the preparation of
3-(amino-carboxy-methyl)-cyc1obutane-phosphonic acid with high
enantiomeric purity.
The antiviral activity of phosphonoacetic acid (P AA) has long been
recognised. However, a number of problems are associated with the
administration of this compound as an antiviral, these include high toxicity to
the hosts cells, poor uptake in to cells and absorbtion by teeth and bones. One
approach to solving some of these problems may be to make the compounds
more lipophilic by increasing the number of carbon atoms in the molecule. The
synthesis of a number of cyclic analogues of P AA and the related
bisphosphonic acids is described. These compounds are prepared by phase
transfer catalysed alkylation of trialkyl phosphonoacetate and tetra alkyl
methylenebisphosphonate. The antiviral activity of these compounds against
Herpes simplex virus 1 (HSVl) was investigated.
A series of chiral at sulfur, a-phosphoryl sulfoxides and ~-hydroxy sulfoxides
were prepared. These compounds were investigated for their ability to
enantioselectively catalyse the reaction between diethylzinc and
benzaldehyde. Although this reaction was catalysed by all of these
compounds, this action was not accompanied by enantioselectivity.
Comparison of our results with those obtained for ~-hydroxy sulfoximides
enabled this lack of enantioselectivity to be explained by the analysis of the
proposed transition state complexes .

Phosphonic acid catalyzed synthesis of pyrazolidines

Cyclic phosphonic acid analogues of the endogenous amino acids
L-aspartic acid and L -glutamic acid have played a major role in the
characterisation of excitatory amino acid receptors in the central nervous
system. The aim of the first section of this work is to describe the development
of a synthetic route that gives access to a novel series of compounds,
3-substituted-cyclobutanephosphonic acids. The synthesis of a valuable
intermediate diethyl3-oxocyclobutanephosphonate is described. Elaboration
of the ketone functionality of this compound provides allows the synthesis of a
number of previously inaccessible 3-substituted-cyclobutanephosphonates,
including E- and Z-3-amino-3-carboxy-cyclobutanephosphonic acid, 3-aminocyclobutanephosphonic
acid and the four stereoisomers of 3-(amino-carboxymethyl)-
cyclobutanephosphonic acid. Enzymatic hydrolysis of the
phenyl acetyl derivative of diethyl 3-(amino-cyanomethyl)-
cyclobutanephosphonate by penicillinacylase allowed the preparation of
3-(amino-carboxy-methyl)-cyc1obutane-phosphonic acid with high
enantiomeric purity.
The antiviral activity of phosphonoacetic acid (P AA) has long been
recognised. However, a number of problems are associated with the
administration of this compound as an antiviral, these include high toxicity to
the hosts cells, poor uptake in to cells and absorbtion by teeth and bones. One
approach to solving some of these problems may be to make the compounds
more lipophilic by increasing the number of carbon atoms in the molecule. The
synthesis of a number of cyclic analogues of P AA and the related
bisphosphonic acids is described. These compounds are prepared by phase
transfer catalysed alkylation of trialkyl phosphonoacetate and tetra alkyl
methylenebisphosphonate. The antiviral activity of these compounds against
Herpes simplex virus 1 (HSVl) was investigated.
A series of chiral at sulfur, a-phosphoryl sulfoxides and ~-hydroxy sulfoxides
were prepared. These compounds were investigated for their ability to
enantioselectively catalyse the reaction between diethylzinc and
benzaldehyde. Although this reaction was catalysed by all of these
compounds, this action was not accompanied by enantioselectivity.
Comparison of our results with those obtained for ~-hydroxy sulfoximides
enabled this lack of enantioselectivity to be explained by the analysis of the
proposed transition state complexes .

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