122865-86-5Relevant academic research and scientific papers
Preparation of methyltris(m-sulfonatophenyl) phosphonium iodide trisodium salt and use thereof in carbonylation reactions to prepare carboxylic acids and/or their esters
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, (2008/06/13)
In a process for preparing methyltris(m-sulfonatophenyl)phosphonium iodide trisodium salt, the sodium salt of trisulfonated triphenylphosphine and methanol are introduced as the initial charge, a solution of methyl iodide in methanol is added dropwise at elevated temperature, and after an additional reaction time the reaction product is evaporated to dryness in vacuo. Methyltris(m-sulfonatophenyl)phosphonium iodide trisodium salt can be used to prepare carboxylic acids and/or their esters by carbonylation of saturated aliphatic alcohols having from 1 to 20 carbon atoms or their halo, ester or ether derivatives over a rhodium catalyst in the presence of water and methyl iodide under a CO partial pressure of from 0.3 to 200 bar at a temperature of from 100° to 240° C., provided methyltris(m-sulfonatophenyl)phosphonium iodide trisodium salt and carboxylic acid are added to the liquid phase prior to carbonylation.
Organic Chemistry in water (part II). NUCLEOPHILIC ADDITION OF WATER-SOLUBLE PHOSPHINES ON ACTIVATED OLEFINS
Larpent, Chantal,Patin, Henri
, p. 6107 - 6118 (2007/10/02)
Triphenylphosphine m-trisulfonate P(PhSO3Na)3 = TPPTS and triphenylphosphine m-monosulfonate Ph2PPhSO3Na = TPPMS react in water with α,β unsaturated acids affording hydrosoluble phosphonium salts.The conversion is quantitative because water readily protonates the carbanionic intermediate thus displacing the equilibrum towards the right.This nucleophilic addition of hydrosoluble phosphines has been extended to non water miscible activated olefins in biphasic media; depending on the pH, phosphine oxides or phosphonium salts are obtained.When the reactions are carried out in D2O, the addition products are specifically deuterated.
