112998-09-1Relevant articles and documents
High-yield synthesis and crystal structure determination of sodium triphenylphosphane monosulfonate (TPPMSNa)
Karschin, Arndt,Klaeui, Wolfgang,Peters, Wilfried,Spingler, Bernhard
experimental part, p. 942 - 946 (2010/06/18)
A. simple, high-yield synthesis is described that leads to the sodium salt of monosulfonated triphenylphosphane (TPPMSNa) as a pure product in large quantities without complicated workup techniques. The single-crystal X-ray structure of TPPMSNa-2.5H2O is reported. The structure is built up by alternating layers of aquated sodium sulfonate units and hydrophobic triphenyl units. Thermogravimetric analyses show the loss of one molecule of water at 70 and. one at 105 °C. Thermal decomposition occurs at temperatures above 400 °C. The anhydrous ligand is hygroscopic. The preparation of the free acid TPPMSH starting from the sodium, salt is also reported. TPPMSH is an extremely hygroscopic solid that could not be isolated in the crystalline form.
Zwitterionic phosphonium sulfonates as easily phase-separable ion-tagged wittig reagents
Huo, Congde,He, Xun,Tak, Hang Chan
experimental part, p. 8583 - 8586 (2009/04/04)
(Chemical Equation Presented) Zwitterionic phosphonium sulfonates 3, conveniently derived from TPPMS (1), can be used as Wittig reagents in solution. The excess reagents and byproduct TPPMSO (6) can be easily separated from the product alkenes by simple precipitation with a less polar solvent. The alkenes thus obtained were often sufficiently pure without chromatographic purification. A one-pot protocol for the synthesis of α,β-unsaturated esters has been developed and appears to be convenient.
A NEW SYNTHESIS OF VINYLPHOSPHONIUM SALTS. APPLICATION FOR DEUTERIUM LABELING(1)
Larpent, Chantal,Patin, Henri
, p. 4577 - 4580 (2007/10/02)
Nucleophilic additions of water-soluble phosphines on γ-alcynic acids afford new vinylphosphonium salts which are easily transformed into specifically deuteriated olefins or phosphine oxides by using sequentially H2O or D2O.