22859-54-7

Upstream product

• 110-89-4 piperidine 
• 1079-66-9 chloro-diphenylphosphine 
• 35259-94-0 Diphenyl-thiophosphinsaere-piperidid 

Downstream Products

• 917601-25-3 [Ru((CH₃)5C₅)(CH₃CN)2((C₆H₅)2PN(C₅H₁₀))]⁽¹⁺⁾*PF₆^(1-)=[Ru((CH₃)5C₅)(CH₃CN)2((C₆H₅)2PN(C₅H₁₀))][PF₆] 
• 917601-19-5 [Ru(C₅H₅)(CH₃CN)2((C₆H₅)2PN(C₅H₁₀))]⁽¹⁺⁾*PF₆^(1-)=[Ru(C₅H₅)(CH₃CN)2((C₆H₅)2PN(C₅H₁₀))][PF₆] 
• 20039-99-0 Triphenyl-piperidin-1-yl-phosphonium; bromide 

Relevant academic research and scientific papers

Organic phosphorus compounds 106.1 a 31P-NMR study of phosphinous-, phosphinic-, and thiophosphinic amides

The synthesis, physical, chemical and spectroscopic properties of eight different types of phosphinous-, phosphinic-and thiophosphinic amides are reported. It is shown that the 31P-chem. shifts of tertiary amides are at lower magnetic field than that of secondary amides. As an exception, in the bis(tertiary butyl) series this trend is reversed.

PHOSPHORORGANISCHE VERBINDUNGEN 90 Methodische Ausgestaltung der P-C und P-S-Cyanolyse am Beispiel einiger Heterophosphoniumsalze

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.