102588-85-2Relevant academic research and scientific papers
Preparation and application of triphenylphosphine allyl palladium halide compound and derivative thereof
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Paragraph 0125-0131, (2020/05/30)
The invention discloses a synthesis method of a triphenylphosphine allyl palladium halide compound and a derivative thereof. The synthesis method comprises the step of carrying out one-step reaction on a mixture containing a palladium salt, a halogenated allyl compound and a trisubstituted phosphine compound to obtain the triphenylphosphine allyl palladium halide compound and the derivative thereof. The method is low in cost, high in efficiency, easy to operate and high in safety. The prepared triphenylphosphine allyl palladium halide compound and the derivative thereof can be widely applied as catalysts to catalytic cross coupling or homogeneous coupling reactions of various types of organic substrates so as to prepare various organic reaction intermediates.
Interaction of palladium(0) complexes with allylic acetates, allyl ethers, allyl phenyl chalcogenides, allylic alcohols, and allylamines. Oxidative addition, condensation, disproportionation, and π-complex formation
Yamamoto, Takakazu,Akimoto, Mitsuru,Saito, Osamu,Yamamoto, Akio
, p. 1559 - 1567 (2008/10/08)
Allyl acetate and allyl aryl ether react with Pd(PCy3)2 (1) at room temperature to afford Pd(η3-C3H5)(OY)(PCy3) (Y = acetyl (3), p-cyanophenyl (8)) and [Cy3PCH=CHCH3][OY]. The reaction of 1 with CH2=CHCD2OAc at room temperature leads to the formation of a 1:1 mixture of cis- and trans-Pd(η3-CH2CHCD2)(OAc)(PCy3) accompanied by a 1,3-shift of CH2=CHCD2OAc. Reactions of allyl phenyl sulfide and allyl phenyl selenide with 1 and Pd(P-t-Bu3)2 (2) afford dinuclear Pd2(μ-C3H5)(μ-ZPh)L2 (Z = S, Se) complexes. Reactions of allyl alcohol and 1-methylallyl alcohol with 1 yield Pd(diallyl ether)(PCy3) and Pd(meso-bis(methylallyl) ether)(PCy3), respectively, and mixtures of diallylic ethers. Reactions of crotyl alcohol and 2-methylallyl alcohol with 1 by dismutation give the corresponding aldehyde and alkene; in the case of crotyl alcohol, Pd(crotonaldehyde)(PCy3)2 has been isolated. The reaction of 1 with N-allyltriethylamine bromide affords Pd(η3-C3H5)(Br)(PCy3), whereas the reaction with N-allylaniline affords Pd(N-allylaniline)(PCy3)2. These Pd complexes are not ionic in solutions. Variable-temperature 1H NMR spectra of 3 show fluxional properties of the η3-allyl ligand at room temperature, whereas 8 was found to be rigid. Complexes 3 and 8 react with nucleophiles to afford the corresponding allylated products. Complexes 3 and 8 have the propensity to form binuclear Pd2(μ-C3H5)(μ-OY)(PCy3) 2 complexes in reactions with nucleophiles, PCy3, and 1 and in their thermolysis reactions.
