Phosphorus bonding properties

La Nauze JM, H Rosenberg, DC Shaw (1970) The enzymatic cleavage of the carbon-phosphorus bond purification and properties of phosphonatase. Biochim Biophys Acta 212 332-350. 

Phosphorus compounds, 19 19-73 bond properties of, 19 26 chemical properties of, 19 20-31 chiral-centered, 19 25-26 economic aspects of, 19 67-69 as flame retardants, 19 51 inorganic, 11 487-488 oxidation states, coordination numbers, and geometries of, 19 20-26 as oxyacid derivatives, 19 20 reactive organic, 11 496 497 titanium in, 25 56-57 triply connected, 19 25 U.S. prices of, 19 68t U.S. production of, 19 67t... 

Schoeller, W. W. Bonding properties of Low Coordinate Phosphorus Compounds. Multiple Bonds and Low Coordination In Phosphorus Chemistry, Regitz, M., Scherer O., Eds. Thieme Stuttgart, 1990 p 5. 

Phosphorus-31 chemical shifts are not susceptible to simple interpretation. Many molecular and bond properties determine the distribution and propagation of spin density throughout the molecule. These include ... 

We wish to report several metal complexes formed from a phosphorous acid diester of the type OP (H) (OR) 2 which underwent isomerization to form a metal-phosphorus bond as in (a). In the course of our investigations on the complexing properties of polycylic phosphites (9 17) j it was found that 2,8,9-trioxa-l-phosphaadamantane (L) undergoes a rapid, acid hydrolysis in acetone to form two colorless, crystalline hydrolysates, A and B. Only isomer A or L complexed with divalent hydrated metal ions, and it is concluded from infrared evidence that A has isomerized as shown in the following reaction sequence. Supporting infrared and PNMR evidence is presented for the tentatively postulated structures of A and B. 

Schoeller WW (1990) Bonding properties of low coordinated phosphorus compounds. In Regitz M, Scherer OJ (eds) Multiple bonds and low coordination in phosphorus chemistry. Georg Thieme, Stuttgart New York, p 5... 

It has been known for many years that transition metals catalyze reactions of coordinated phosphines (2). Known reactions of phosphines as ligands include carbon-hydrogen lx)nd cleavage (cyclometalation), as well as direct carbon-phosphorus bond cleavage. Such metal-catalyzed reactions of phosphines lead to formation of new metal complexes which can affect catalyst properties. A known example is the reaction of triphenylphosphine to propyldiphenylphosphine during the rhodium-catalyzed propylene hydrogenation or hydroformylation (5). 

Instability in the supposedly stable phosphorus-carbon bond displays itself not only in unfortunate ways, leading as it does to side reactions and the formation, in synthesis, of unwanted by-products, but also in a constructive manner, forming the basis of reaction sequences of outstanding value in synthesis, as for example in alkene-forming reactions. Instability is an inherent property of (a-hydroxyalkyl)phosphonic acids which manifests itself in phosphorus-carbon bond cleavage as a result of the action of heat or of alkali, and which can lead either to dissociation into precursors or to rearrangement to phosphates (a-oxoalkyl)phosphonic derivatives are susceptible to attack by nucleophiles, a process which also results in carbon-phosphorus bond fission. 

These compounds, obtainable from the respective chlorides and lithium or sodium azides, have covalent phosphorus-to-nitrogen bonds. Properties are summarized in Table XV. Triphosphonitrilic hexaazide is a colorless, explosive oil... 

Compare the Lewis dot structure of nitrogen and phosphorus and explain why you might expect these two atoms to exhibit similar bonding properties. 

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