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- Phosphaalkene abstract "Phosphaalkenes (IUPAC name: alkylidenephosphanes) are organophosphorus compounds with double bonds between carbon and phosphorus(III) with the formula R2C=PR. In the compound phosphorine one carbon atom in benzene is replaced by phosphorus. The reactivity of phosphaalkenes is often compared to that of alkenes and not to that of imines because the HOMO of phosphaalkenes is not the phosphorus lone pair (as in imines the amine lone pair) but the double bond. Therefore like alkenes, phosphaalkenes engage in Wittig reactions, Peterson reactions, Cope rearrangements, and Diels-Alder reactions.The first phosphaalkene discovered was a phosphabenzene, by Mërkl in 1969. The first localized phosphaalkene was reported in 1974 by Gerd Becker as a keto-enol tautomerism akin a Brook rearrangement:Becker reaction to phosphaalkenes (R = methyl or phenyl and tms representing trimethylsilyl)In the same year Harold Kroto established spectroscopically that thermolysis of Me2PH generates CH2=PMe. A general method for the synthesis of phosphaalkenes is by 1,2-elimination of suitable precursors, initiated thermally or by base such as DBU, DABCO or triethylamine:Phosphaalkene general methodThe Becker method is used in the synthesis of the phosphorus pendant of Poly(p-phenylene vinylene):Poly(p-phenylenephosphaalkene).↑ ↑ ↑".
- Phosphaalkene thumbnail Mesityldiphenylmethylenephosphine-from-xtal-1986-3D-balls.png?width=300.
- Phosphaalkene wikiPageID "22278085".
- Phosphaalkene wikiPageRevisionID "542649132".
- Phosphaalkene hasPhotoCollection Phosphaalkene.
- Phosphaalkene subject Category:Functional_groups.
- Phosphaalkene subject Category:Organophosphanes.
- Phosphaalkene type Abstraction100002137.
- Phosphaalkene type FunctionalGroups.
- Phosphaalkene type Group100031264.
- Phosphaalkene comment "Phosphaalkenes (IUPAC name: alkylidenephosphanes) are organophosphorus compounds with double bonds between carbon and phosphorus(III) with the formula R2C=PR. In the compound phosphorine one carbon atom in benzene is replaced by phosphorus. The reactivity of phosphaalkenes is often compared to that of alkenes and not to that of imines because the HOMO of phosphaalkenes is not the phosphorus lone pair (as in imines the amine lone pair) but the double bond.".
- Phosphaalkene label "Phosphaalkene".
- Phosphaalkene sameAs m.05q5hgz.
- Phosphaalkene sameAs Q7187422.
- Phosphaalkene sameAs Q7187422.
- Phosphaalkene sameAs Phosphaalkene.
- Phosphaalkene wasDerivedFrom Phosphaalkene?oldid=542649132.
- Phosphaalkene depiction Mesityldiphenylmethylenephosphine-from-xtal-1986-3D-balls.png.
- Phosphaalkene isPrimaryTopicOf Phosphaalkene.
