Recent advances in phosphorus–carbon bond formation: synthesis of H-phosphinic acid derivatives from hypophosphorous compounds

Montchamp, Jean‐Luc

doi:10.1016/j.jorganchem.2004.10.005

Cited by 118 publications

(47 citation statements)

References 109 publications

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“…4 Our group has been involved in the development of methodologies based on hypophosphorous acid (H 3 PO 2 ) and its derivatives (alkyl phosphinates and hypophosphite salts) 5. When successful, these reagents are more desirable than the above alternatives since the desired H -phosphinate products are delivered directly in a single step, and under simple conditions.…”

Section: Introductionmentioning

confidence: 99%

Borane complexes of the H3PO2 P(III) tautomer: useful phosphinate equivalents

et al. 2008

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Section: Introductionmentioning

confidence: 99%

Borane complexes of the H3PO2 P(III) tautomer: useful phosphinate equivalents

et al. 2008

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“…The synthesis of alkylphosphinic acid deals with phosphorus–carbon bond formation. Phosphorus–carbon bond could be formed by radical addition, catalyzed cross‐coupling, catalyzed addition, electrophilic substitution, and hydrophosphinylation between phosphinylidene [P(O)H] and carbonyl 12–15. BPA could be synthesized by electrophilic substitution reaction as one of the phosphorus–carbon bond‐forming reactions.…”

Section: Resultsmentioning

confidence: 99%

Flame retardation of glass‐fiber‐reinforced polyamide 6 by combination of aluminum phenylphosphinate with melamine pyrophosphate

Lin

Chen

et al. 2011

Polymers for Advanced Techs

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The aluminum phenylphosphinate (BPA‐Al) was synthesized and its chemical structure was confirmed by FT‐IR, 1H NMR, and inductively coupled plasma‐atomic emission spectrometry (ICP‐AES). BPA‐Al was used to prepare a series of flame‐retardant glass‐fiber‐reinforced polyamide 6 (GFPA6) composites together with melamine pyrophosphate (MPyP) and sodium tungstate (ST) via melt compounding. The flame retardancy of the composites was investigated by vertical burning test and cone calorimeter test. The thermal behaviors and decomposition kinetics were investigated by thermogravimetric analysis (TGA). BPA‐Al alone could not improve the flame retardancy of GFPA6 composites, but the combination of BPA‐Al and MPyP resulted in a UL‐94 V‐2 rating, and the addition of a small amount of ST to the flame retardant system could endow the composites a V‐0 rating. The flame retardant systems also resulted in a decrease in PHRR and THR in cone calorimeter test. The analysis of thermal decomposition kinetics showed that the activation energies (Eα) of the flame‐retardant composites dramatically decreased compared with that of GFPA6. Copyright © 2011 John Wiley & Sons, Ltd.

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“…With microwave assistance, the reaction can proceed without a solvent [65]. Its variation is repre- sented by imine synthesis followed by hydrophosphorylation [66][67][68].…”

Section: Hydrophosphorylationmentioning

confidence: 99%

Phosphorylation of Thiophenes

Ivonin¹,

Tolmachev²,

Пинчук³

2008

COC

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This review deals with synthetic methods, chemical transformations, and some physical properties of thienyland benzothienyl substituted phosphorus compounds bearing P-Het or P-CH 2 -Het bonds.The basic synthetic approaches to these compounds include reactions of metalated thiophenes with phosphorus(III) and (V) halides, phosphorylation of thiophenes in the presence of a mild Lewis acid, use of halogenothiophenes in the Arbuzov reaction, and phosphorylation of thiophenes with phosphorus(III) halides in basic medium. Synthetic approaches to condensed heterocyclic systems of novel types are also considered.Investigation of chemical properties of phosphorylated thiophenes has revealed that, despite the great similarity with phenyl analogues, differences connected to the nature of the heterocycle are observed. The tertiary phosphines bearing at least one thienyl substituent are less active in quaternization and oxidation reactions. At the same time, basic hydrolysis leading to C-P bond cleavage is facilitated, as compared to benzene derivatives.

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Recent advances in phosphorus–carbon bond formation: synthesis of H-phosphinic acid derivatives from hypophosphorous compounds

Cited by 118 publications

References 109 publications

Borane complexes of the H3PO2 P(III) tautomer: useful phosphinate equivalents

Borane complexes of the H3PO2 P(III) tautomer: useful phosphinate equivalents

Flame retardation of glass‐fiber‐reinforced polyamide 6 by combination of aluminum phenylphosphinate with melamine pyrophosphate

Phosphorylation of Thiophenes

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