1976
DOI: 10.1021/jo00868a016
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Poly(tertiary phosphines and arsines). XIII. Neopentyl poly(tertiary phosphines)

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Cited by 39 publications
(21 citation statements)
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“…Due to reactive phosphorus-hydrogen bonds the secondary phosphanes, their oxides and dialkyl (diaryl) phosphates are widely used reagents and synthetic intermediates [25][26][27]. Acidcatalyzed addition reactions into the carbonyl are presumed to proceed by nucleophilic attack of the phosphorus atom at the substrate which was previously activated by the acid, followed by subsequent deprotonation.…”
Section: Resultsmentioning
confidence: 99%
“…Due to reactive phosphorus-hydrogen bonds the secondary phosphanes, their oxides and dialkyl (diaryl) phosphates are widely used reagents and synthetic intermediates [25][26][27]. Acidcatalyzed addition reactions into the carbonyl are presumed to proceed by nucleophilic attack of the phosphorus atom at the substrate which was previously activated by the acid, followed by subsequent deprotonation.…”
Section: Resultsmentioning
confidence: 99%
“…The primary phosphine is formed in 52% yield in the phosphorylation of acrylonitrile in an autoclave under an elevated pressure of phosphine (28 ± 32 atm). 60 In the 1970s, a series of studies was published on the nucleophilic addition of phosphine to dialkyl vinylphosphonates, 63,64 vinyldialkylphosphine sulfides, 65,66 and even to relatively weak electrophiles Ð vinyldiphenylphosphine 67 ±70 and vinylphosphonous diamides. 71 The reactions occur in boiling THF in the presence of Bu t OK, 63 ± 66, 70 or in benzene in the presence of PhLi at 100 8C (autoclave), 67 ± 69 or in the `metallic potassium ± liquid ammonia' system 71 and result in the formation of functionalised tertiary phosphines 2a ± e, their yields ranging from 24% (2a) to 95% (2e).…”
Section: Addition To C=c Bondsmentioning
confidence: 99%
“…Nucleophilic addition of phosphine to the double carbon-carbon bond in the presence of bases was first described by Rauhut et al 42,43 and later by King et al [44][45][46][47][48][49][50][51][52] for the alkenes with strong electron-withdrawing substituents. All these works are discussed in detail in a review.…”
Section: Introductionmentioning
confidence: 98%
“…[53][54][55][56][57][58][59][60][61] Thus, bis(2-arylethyl)-and bis(2-hetarylethyl)phosphines (1a-i) were selectively synthesized (Scheme 1) in 60-80% yield upon slow addition of alkene to a heated (45)(46)(47)(48)(49)(50)(51)(52)(53)(54)(55)(56)(57)(58)(59)(60) o C)…”
Section: Introductionmentioning
confidence: 99%