1965
DOI: 10.1016/s0022-328x(00)82739-4
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Alkali-phosphorverbindungen und ihr reaktives verhalten

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1965
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Cited by 70 publications
(13 citation statements)
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“…Literature understanding of 1 and the observed reaction chemistry provide the basis for a working mechanistic hypothesis for this catalysis (Scheme ). Activation of 1 would arise from migratory insertion of the methyl ligand, rather than protonation, based on the relatively low acidity of these phosphine substrates and prior study of protonolysis and migratory insertion reactions at 1 . This proposal is buttressed by the persistence of 1 at the end of catalysis.…”
Section: Methodsmentioning
confidence: 99%
“…Literature understanding of 1 and the observed reaction chemistry provide the basis for a working mechanistic hypothesis for this catalysis (Scheme ). Activation of 1 would arise from migratory insertion of the methyl ligand, rather than protonation, based on the relatively low acidity of these phosphine substrates and prior study of protonolysis and migratory insertion reactions at 1 . This proposal is buttressed by the persistence of 1 at the end of catalysis.…”
Section: Methodsmentioning
confidence: 99%
“…of the 6 f 8 1 . 7 signal due to the new solvent composition. This suggests that the conjugate acid of the phosphole anion has an acidity similar to or greater than that of ethanol (pK, 15.9 in waterll).…”
mentioning
confidence: 99%
“…Deprotonation of HPPh 2 by the N‐Ar arm is followed by phosphide/alkene addition after which the intermediate is protonated again. This mechanism is corroborated by the fact that aniline ( pK a 30.7) is less acidic than HPPh 2 ( pK a 21.7) …”
Section: Resultsmentioning
confidence: 76%