30416-76-3Relevant articles and documents
Kinetics and mechanism of gas-phase pyrolysis of ylides. Part 3. 1 Thermal reactivity of α-carbonyl- and thiocarbonyl-stabilized methylenetriphenylphosphoranes
Al-Bashir, Rasha F.,Al-Awadi, Nouria A.,El-Dusouqui, Osman M. E.
experimental part, p. 311 - 319 (2012/04/17)
Fourteen ketone/thione-stabilized triphenylphosphonium methylides were subjected to conventional gas-phase and flash vacuum pyrolysis (FVP). The kinetics of the first-order thermal gas-phase reactions of all these compounds were investigated over 360-653K temperature range. The values of the Arrhenius logA and energy of activation of these ylides averaged 11.52±0.34s -1 and 133.20±3.14kJmol-1, respectively. The products of sealed-tube (static) and FVP were analyzed and compared. A mechanism is proposed to account for the products of reaction. The rate constants [k (s-1)] of the substrates at 500K were calculated and used to substantiate the proposed mechanism of pyrolysis, and to rationalize the thermal gas-phase reactivities of the ylides under study.
Mechanically induced solid-state generation of phosphorus ylides and the solvent-free wittig reaction
Balema, Viktor P.,Wiench, Jerzy W.,Pruski, Marek,Pecharsky, Vitalij K.
, p. 6244 - 6245 (2007/10/03)
We describe the nearly quantitative preparation of phosphorus ylides and the Wittig reaction occurring in the solid sate during high-energy mechanochemical processing. Initial insights into the details of the discovered chemical transformations indicate that high-energy mechanical processing supports the interaction of reacting centers by breaking crystallinity of the reactants and by providing mass transfer without a solvent. Copyright
CONVENIENT PREPARATION OF UNSYMMETRICALLY SUBSTITUTED BENZILS BY PERMANGANATE OXIDATION OF β-OXO PHOSPHORUS YLIDES
Aitken, R. Alan,Cadogan, J. I. G.,Gosney, Ian
, p. 281 - 286 (2007/10/02)
Oxidative cleavage of a range of ylides 4 with R1 and/or R2 being aromatic groups, using KMnO4 in a two-phase system, affords unsymmetrical benzils and 1-arylpropane-1,2-diones 5 in moderate to good yield, and the ylide formation and oxidation can be combined in a convenient one-pot method.Key words: Phosphorus ylides, oxidation, 1,2-diketones, benzils, permanganate, oxoalkylidenetriphenylphosphoranes.