Reaction of the phospha-alkyne ArCP (Ar = 2,4,6-But3C6H2) with nucleophiles: a new approach to 1,3-diphosphabutadiene synthesis

Arif, Atta M.; Barron, Andrew R.; Cowley, Alan H.; Hall, Stephen W.

doi:10.1039/c39880000171

Cited by 57 publications

(28 citation statements)

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“…The P≡C bond lengths in IV.3 and IV. 4 (1.554 and 1.547 Å) are slightly longer than that measured by X-ray for Mes*C≡P (1.516(13) Å [11]), but in agreement with values reported in the gas phase [12].…”

Section: Resultssupporting

confidence: 88%

Theoretical study of structural patterns in CH2OP2 isomers

et al. 2010

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DFT calculations have been performed on the derivatives of formula CH 2 OP 2 to determine their total energy, the relative energy between the isomers and their geometry. Among compounds with a P-C-P linkage, the most stable one is the 2-hydroxy-1,2-diphosphirene II.1, a threemembered heterocycle with a P=C unsaturation. The phosphavinylidene(oxo)phosphorane HP=C=P(O)H IV.5 (which has the same skeleton as the experimentally obtained Mes*P=C=P(O)Mes*) lies 36.30 kcal mol -1 above it. The least stable compounds are carbenes; the singlet carbenes are more stable than the triplet ones.

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Section: Resultssupporting

confidence: 88%

Theoretical study of structural patterns in CH2OP2 isomers

et al. 2010

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“…of t-butyllithium followed by quenching with methanol in THF at À78°C to afford 1,3-diphosphacyclobutene 3 in 41% yield (Scheme 1) [6]. The structure of 3 was unambiguously determined by X-ray analysis, the result of which was different from that reported by Cowley and co-workers [7].…”

Section: Resultsmentioning

confidence: 95%

Syntheses and reactivity of novel unsaturated cyclic compounds containing phosphorus atoms

Yoshifuji

Sugiyama

Ito

2005

Journal of Organometallic Chemistry

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“…[96] The reaction with organolithium reagents is more complex. [97] As with phosphaalkenes, the cycloaddition chemistry of phosphaalkynes is extremely well developed. Again, we shall only point out a few representative examples.…”

Section: Reactivitymentioning

confidence: 99%

Phospha‐Organic Chemistry: Panorama and Perspectives

2003

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Since the beginning of the seventies, organophosphorus chemistry has been completely rejuvenated by the discovery of stable derivatives in which phosphorus has the coordination numbers one or two. The chemistry of these compounds mimics the chemistry of their all-carbon analogues. In this Review article this analogy is discussed for the phosphorus counterparts of alkenes, alkynes, and carbenes. In each case, the synthesis, reactivity, and coordination modes are briefly examined. Some special electronic configurations are also discussed, which include one-electron Pbond;P bonds, strained bonds, and aromatic systems. To conclude, some potential applications of this chemistry in the areas of molecular materials and homogeneous catalysis are presented.

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Reaction of the phospha-alkyne ArCP (Ar = 2,4,6-Bu^t₃C₆H₂) with nucleophiles: a new approach to 1,3-diphosphabutadiene synthesis

Cited by 57 publications

References 0 publications

Theoretical study of structural patterns in CH2OP2 isomers

Theoretical study of structural patterns in CH2OP2 isomers

Syntheses and reactivity of novel unsaturated cyclic compounds containing phosphorus atoms

Phospha‐Organic Chemistry: Panorama and Perspectives

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