22692-69-9Relevant academic research and scientific papers
Operationally simple and highly (E)-styrenyl-selective heck reactions of electronically nonbiased olefins
Werner, Erik W.,Sigman, Matthew S.
supporting information; experimental part, p. 9692 - 9695 (2011/08/06)
Simple, mild, and efficient conditions are reported for a Pd 0-catalyzed Heck reaction that delivers high yields and selectivity for (E)-styrenyl products using electronically nonbiased olefin substrates bearing a range of useful functionality. Preliminary mechanistic studies demonstrate that the σ-donating DMA solvent is crucial for high selectivity. Further studies suggest that the catalyst distinguishes between β-hydrogens on the basis of their relative hydridic character, in contrast to previously reported PdII-catalyzed oxidative reaction conditions.
Tetraphosphine/palladium-catalyzed Heck reactions of aryl halides with disubstituted alkenes
Kondolff, Isabelle,Doucet, Henri,Santelli, Maurice
, p. 8487 - 8491 (2007/10/03)
cis,cis,cis-1,2,3,4-Tetrakis(diphenylphosphinomethyl)cyclopentane/ [PdCl(C3H5)]2 efficiently catalyses the Heck reaction of disubstituted alkenes such as methyl crotonate, ethyl cinnamate, methyl methacrylate or α-methylstyrene with a variety of aryl halides. In the presence of 1,2-disubstituted alkenes the stereoselectivities of the reactions strongly depend on the substituents of the alkenes. Selectivities up to 97% in favor of E-isomers can be obtained for the addition to methyl crotonate. With the 1,1-disubstituted alkenes methyl methacrylate or α-methylstyrene mixtures of products are obtained.
Importance of β Phenyl Group in Ipso Substitution of Arylvinyl Cations
Kitamura, Tsugio,Soda, Shin-ichi,Nakamura, Ichizo,Fukuda, Tetsuro,Taniguchi, Hiroshi
, p. 2195 - 2198 (2007/10/02)
Intramolecular and intermolecular ipso substitutions of arylvinyl cations, i.e., α-vinyl cations and α-(p-methoxyphenyl)vinyl cations, were studied with respect to the effect of the β substituent and phenyl group as the β substi
