28278-54-8

Upstream product

• 82524-29-6 trans-1-Phenyl-2-vinylphosphiran 
• 29949-75-5 diallyl-phenyl-phosphane 
• 5186-73-2 1-phenyl-3-phospholene 1-oxide 
• 644-97-3 Dichlorophenylphosphine 
• 106-99-0 buta-1,3-diene 

Downstream Products

• 76549-54-7 1,syn-8-Diphenyl-3a,4,7,7a-tetrahydro-4,7-phosphinidene-1(H)-phosphindole 1,8-Dioxide 
• 295800-94-1 (1-phenyl-2,5-dihydro-1H-1λ⁵-phosphol-1-ylidene)-thiophosphoramidic acid O,O'-bis-(4-formyl-phenyl) ester 
• 294618-78-3 2-methyl-1-phenyl-3-phospholene-borane 
• 1262225-09-1 2,5-dibenzyl-3-phospholene-borane 
• 1262225-08-0 2-allyl-1-phenyl-3-phospholene-borane 
• 1262225-10-4 2,5-diallyl-1-phenyl-3-phospholene-borane 
• 1262225-32-0 5-(1-hydroxy-1-phenylmethyl)-2-phospholene-borane 
• 1262225-31-9 5-(1'-hydroxycyclohexyl)-3-phospholene-borane 
• 20380-20-5 1-benzyl-3r,4t-dibromo-1-phenyl-phospholanium; bromide 
• 295800-97-4 C₂₆H₂₇Cl₄N₅O₂P₄S₃ 
• 20342-01-2 1-benzyl-1-phenyl-2,5-dihydro-1H-phospholium; bromide 

Relevant academic research and scientific papers

[Cp2ZrHCl](n) A useful reducing agent in phosphorus chemistry

Selective reductions of P=O, P=S, >C=C2ZrHCl](n) are described, as well as halogen-hydride exchanges.

Reactivity of allyl anions of allylphosphine-boranes towards electrophiles

The reactivity of mesomeric carbanions derived from allylphosphine-boranes varies as a function of electrophile. Small sp3-electrophiles react predominantly at the α carbon atom whereas bulky sp3- electrophiles and carbonyl compounds react mainly at the γ carbon. In the case of electron-deficient aldehydes reduction of carbonyl group and formation of the corresponding alcohols is observed. This is attributed to the weakly reducing properties of carbanions derived from allylphosphine-boranes, whose mesomeric form resembles the structure of a modified borohydride. ARKAT-USA, Inc.

Synthesis of unprotected and borane-protected cyclic phosphines using Ru- and Mo- based olefin metathesis catalysts

Ru- and Mo-based catalysts can be used in ring closing metathesis (RCM) reactions to synthesise cyclic phosphines protected as their borane complexes. The compatibility of the Schrock Mo-catalyst and the N-heterocyclic carbene Ru-catalysts with this class of substrates is particularly noteworthy as asymmetric RCM (ARCM) is now emerging as a new tool for the preparation of homochiral phosphines. One of the key results is that the Mo-catalyst allows the ring closure of the unprotected diallyphenylphosphine with 95% conversion.

Metathesis of Phosphorus-containing Olefins catalysed by a Cyclometallated Aryloxo(chloro)neopentylidene-Tungsten Complex

A cyclometallated O,O'-diphenyl aryloxy(chloro)neopentylidene-tungsten complex cyclo(OAr)(CHCMe3)Cl(OEt2) 1 is able to carry out metathesis of phosphorous containing olefins; diallylphenyl phosphane is metathetized intramolecularly to give the corresponding phospholene derivative 2 and allyldiphenyl phosphane gives the corresponding bisphosphane 3.

Metathetical cyclization of dienes: tolerance and behavior of a cyclometallated aryloxycarbene complex of tungsten towards diallylic compounds

Intramolecular metathesis of various diallylic compounds containing the O, S, Si or P hetero-elements was achieved in good yields by using the cyclometallated carbene complex W(OAr)(OAr)(CHCMe3)Cl(OEt2).Unsubstituted diallyl ether is converted into 2,5-dihydrofuran; diallyl sulfide is converted into 2,5-dihydrothiophen; diallylphenyl phosphine is converted into 1-phenyl-2,5-dihydro-1H-phosphole; and diallyldimethyl- or diphenylsilanes are converted into the corresponding silacyclopentenes.The metathesis reaction of methyl-substituted diallyl sulfides shows that steric effects are very important.Depending on the position of the methyl groups, the reaction can proceed normally or be completely inhibited. - Keywords: metathesis / tungsten / cyclization / steric hindrance / heteroatom

2-Vinylphosphiranes: Synthesis and Rearrangements

A straight-forward route to vinyl substituted phosphiranes is described in which organodichlorophosphanes with bulky groups such as tert-butyl (1), cyclohexyl (2), and menthyl (3) are reacted with magnesium-butadiene.The yields range from 36 to 58percent.