708-90-7Relevant academic research and scientific papers
P-stereogenic wide bite angle diphosphine ligands
Czauderna, Christine F.,Slawin, Alexandra M.Z.,Cordes, David B.,van der Vlugt, Jarl Ivar,Kamer, Paul C.J.
, p. 47 - 56 (2018/11/27)
Two modular synthetic approaches for the preparation of novel wide bite angle diphosphine ligands containing stereogenic P-atoms have been developed, leading to compounds (S,S)-2,2′-bis(methylphenylphosphino)diphenyl ether (L1) and (S,S)-2,2′-bis(ferrocen
Reactions with Phosphine Alkylenes, XLI. Resolution of Chiral Phosphonium Salts
Bestmann, Hans Juergen,Lienert, Juergen,Heid, Eckard
, p. 3875 - 3879 (2007/10/02)
The preparation and resolution of chiral phosphonium salts 1a - c via the corresponding phosphonium ylides is described.
PHOSPHORORGANISCHE VERBINDUNGEN 91 Entschwefelungsstudien an optisch aktiven Thiophosphinsaerederivaten mit dem Ziele der Darstellung optisch aktiver Phosphinigsaerederivate
Horner, Leopold,Jordan, Manfred
, p. 221 - 224 (2007/10/02)
Chiral phosphinous acid derivatives 4 MePhPX(X = OR, SR) were not obtained following desulphurization of optically active thiophosphinic acid esters 3(X = OR, SR), where sodium/liquid NH3, sodium-naphthalide (THF), potassium, trimethylphosphine, tributylphosphine, or cathodic fassion were employed as agents.The barrier to inversion in phosphinous acid derivatives is obviously small.
PHOSPHORORGANISCHE VERBINDUNGEN 90 Methodische Ausgestaltung der P-C und P-S-Cyanolyse am Beispiel einiger Heterophosphoniumsalze
Horner, Leopold,Jordan, Manfred
, p. 215 - 220 (2007/10/02)
Treatment of allylamido-phosphonium salts with dry tetrabutylammonium cyanide in methylenechloride delivers after removal of the allyl group phosphinous acid amides with retention of configuration (P-C-cyanolysis).Allyl-O-alkylphosphonium salts undergo the Arbosov reaction under the above conditions, while allyl-S-alkyl phosphonium salts undergo fission of the P-S bond (P-S cyanolysis).Equally good results were obtained using KCN in methylene chloride accompained by catalytic amounts of 18-crown-6 ether; thus optically active benzyl-methyl-phenyl-phosphine-sulfid gave the corresponding phosphine with retention of configuration.Dithiophosphinic acid esters and thiophosphinic acid amides, after conversion to the corresponding quasiphosphonium salts via S-alkylation and subsequent treatment with tetrabutylammonium cyanide in methylenechloride, also give the corresponding thiophosphinous acid ester and phosphinous acid amide respectively.Thiophosphinic acid O-alkyl esters (R2P(S)OR') give however the thiophosphinic S-alkyl ester (R2P(O)SR') via an Arbusov reaction.The P-C cyanolysis of allyl-triphenylphosphoniumbromide using KCN/18-crown-6 or tetrabutylammonium cyanide in aprotic medium stops at the stage of the intermediary red-coloured ylide; addition of a proton-donor then results in the subsequent rearrangement to the corresponding propenyl-phosphonium salt.
