42449-24-1Relevant articles and documents
McKenna reaction - Which oxygen attacks bromotrimethylsilane?
Blazewska, Katarzyna M.
, p. 408 - 412 (2014/01/17)
The first experimental proof of the course of silylation in the McKenna reaction, one of the most widely used reactions for the synthesis of organophosphorus acids, is presented. The reaction (in acetonitrile) proceeds via an attack of the terminal oxygen from the dialkyl phosphonate on the silicon atom in bromotrimethylsilane. Isotopically enriched diethyl phenylphosphonates (Pi - 17O or Pi - 18O) were used as the model compounds. The location of the isotopic tracers was detected using 31P and 17O NMR spectroscopy.
Microwave irradiation in organophosphorus chemistry 1: The Michaelis-Arbuzov reaction
Kiddle, James J.,Gurley, Alison F.
, p. 195 - 205 (2007/10/03)
A diverse series of phosphonate esters have been prepared using a domestic microwave oven. The microwave enhanced Michaelis-Arbuzov reaction shows remarkable rate acceleration under microwave irradiation and allows the facile synthesis, and in certain cases easy workup, of alkyl, α-substituted and aryl phosphonates.
PREPARATION OF ARYLPHOSPHONATES BY THE REACTION OF ARYL HALIDES WITH TRIS(TRIMETHYLSILYL) PHOSPHITE UNDER HOMOGENEOUS CATALYSIS CONDITIONS
Demik, N. N.,Kabachnik, M. M.,Novikova, Z. S.,Beletskaya, I. P.
, p. 1300 - 1301 (2007/10/02)
The reaction of tris(trimethylsilyl) phosphite with aryl bromides under homogeneous catalysis conditions gives bis(trimethylsilyl)arylphosphonates.The desilylation of these phosphonate products with methanol leads to arylphosphonic acids.
