Phosphoranides

Dillon, Keith B.

doi:10.1021/cr00029a011

Cited by 66 publications

(41 citation statements)

References 37 publications

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“…The synthesis of metallophosphoranes has been reviewed previously [1][2][3] and so will only be briefly outlined here. General methods are summarized in Fig.…”

Section: Synthesis and Reactivitymentioning

confidence: 99%

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Metallophosphoranes: The hidden face of transition metal–phosphine complexes

Goodman

Macgregor

2010

Coordination Chemistry Reviews

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“…The synthesis of metallophosphoranes has been reviewed previously [1][2][3] and so will only be briefly outlined here. General methods are summarized in Fig.…”

Section: Synthesis and Reactivitymentioning

confidence: 99%

“…Metallophosphoranes are often formulated as complexes of anionic phosphoranide ligands, [PR 4 with a cationic metal centre, L n M + , implying a formal P(III) oxidation state at the central phosphorus (Scheme 1). The general area of metallophosphorane chemistry has been the subject of a number of previous reviews [1][2][3].…”

Section: Introductionmentioning

confidence: 99%

Metallophosphoranes: The hidden face of transition metal–phosphine complexes

Goodman

Macgregor

2010

Coordination Chemistry Reviews

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“…[23] Compound 4 is novel as an illustration of one of the possible types of bonding in P-P systems. [241 PP, skeletons-be they cationic, neutral, or anionic-have not been detected to date.…”

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confidence: 99%

A Triphosphete and a Spirocyclic Cation with a PP₄ Skeleton and a 10e Spiro P Atom

Karsch¹,

Witt²,

Hahn³

1996

Angew. Chem. Int. Ed. Engl.

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A particularly wide variety of suitable redox processes are available for the formation of P-P bonds. For example, from the reaction of white phosphorus with phosphanes and phosphanides Schmidpeter et al. obtained cyclic and acyclic triphospheniuin ions containing phosphorus(1) centers with eight electrons.[" Diphosphinornethanides are particularly suitable for the synthesis of heterocycles containing a P, unit; they caa react with PC1, to yield heterocycles with eight-,"] seven-, or sixmembered rings.[21 However, in the reaction of PCI, with Li[C(PMe,),(SiMe,)] it was not possible to completely rule out the formation of an as yet unknown four-membered ring system (triphosphete) rather than an eight-membered ring. ['] 1,2-Dipho~phetenes,[~' 1,2,3-tripho~phetenes,[~~ and 1,3-dipho~phetes[~] have been known for some time. In order to discover whether an eight-or a four-membered ring was formed, we exchanged the methyl substituents on the phosphorus atoms of the phosphinomethanide for phenyl groups [Eq. (a)]. Indeed, 1 Z a : E = P 3 Zb:E=As the four-membered ring compounds 2a,b were obtained as colorless crystals from pentane, and were unequivocally characterized by elemental analysis and by mass and NMR spectra. If 2a is formulated with formal charges, then the phosphanide nature of the divalent phosphorus atom (oxidation state i-I) is evident and in agreement with the observed high-field 31P NMR shift (6 = -86.31). The course of the reaction can be easily understood in terms of Li/CI exchange, subsequent elimination of LiC1, and a further substitution step. In this last step the behavior of 2a differs from that of the methylated compound,"] because Ph,P-PPh, coupling of the phosphinomethanides as the pertinent redox step is obviously not feasible for steric reasons.[61 If SbCI, and BiCI, are treated with 1 in an analogous manner, then the P-chloromethylenephosphorane 3 is obtained along with elemental antimony and bismuth, respectively. An alternative method, based on the Schmidpeter procedure,['] yields 2 a from white phosphorus and 1. Although only produced in moderate yields (30%), it is free of 3. The stoichiometry was chosen based on the (hypothetical) formation of Li,P, [Eq. (b)] . [' I X-ray structural analysis"] of the isotypic compounds 2a,b revealed that they both crystallize in the space group P i and

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“…General 1 H, 13 C, and 31 P NMR spectra were recorded on a Varian Gemini 300 (or Inova 400) spectrometer at 300 (or 400) MHz, 75.46 (or 100.56) MHz, and 121.47 (or 161.90) MHz, respectively, in CDCl 3 . Chemical shifts are referenced to internal standard TMS ( 1 H NMR), to solvent (77.0 ppm for 13 C NMR), and to external standard 85% H 3 PO 4 ( 31 P NMR).…”

Section: Methodsmentioning

confidence: 99%

“…Chemical shifts are referenced to internal standard TMS ( 1 H NMR), to solvent (77.0 ppm for 13 C NMR), and to external standard 85% H 3 PO 4 ( 31 P NMR). J values are given in Hz.…”

Section: Methodsmentioning

confidence: 99%

Transformations of benzothiadiphosphole system: General one‐pot synthesis of 1,2,5‐dithiaphosphepines and their precursor phosphanethiols

Baccolini

Boga

Mazzacurati

et al. 2005

Heteroatom Chemistry

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Phosphoranides

Cited by 66 publications

References 37 publications

Metallophosphoranes: The hidden face of transition metal–phosphine complexes

Metallophosphoranes: The hidden face of transition metal–phosphine complexes

A Triphosphete and a Spirocyclic Cation with a PP₄ Skeleton and a 10e Spiro P Atom

Transformations of benzothiadiphosphole system: General one‐pot synthesis of 1,2,5‐dithiaphosphepines and their precursor phosphanethiols

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Phosphoranides

Cited by 66 publications

References 37 publications

Metallophosphoranes: The hidden face of transition metal–phosphine complexes

Metallophosphoranes: The hidden face of transition metal–phosphine complexes

A Triphosphete and a Spirocyclic Cation with a PP4 Skeleton and a 10e Spiro P Atom

Transformations of benzothiadiphosphole system: General one‐pot synthesis of 1,2,5‐dithiaphosphepines and their precursor phosphanethiols

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A Triphosphete and a Spirocyclic Cation with a PP₄ Skeleton and a 10e Spiro P Atom