100921-53-7Relevant articles and documents
Direct organocatalytic oxo-metathesis, a trans-selective carbocation-catalyzed olefination of aldehydes
Naidu, Veluru Ramesh,Bah, Juho,Franzén, Johan
, p. 1834 - 1839 (2015)
A direct organocatalytic carbonyl/olefin oxo-metathesis has been developed. The reaction is catalyzed by trityl tetrafluoroborate (TrBF4) and utilizes unactivated alkenes for the olefination of aromatic aldehydes to give trans β-alkylstyrenes in yields of 44-85% with only acetone as the byproduct. The pronounced Lewis acidity of the carbocation results in unusual reactivity that is proposed to catalyze a stepwise [2+2] cycloaddition to give an oxetane intermediate. Fragmentation of the latter in a formal retro [2+2] reaction gives the oxo-metathesis product.
Method for synthesizing alkyl olefin through coupling of double-bond carbon-hydrogen bond and saturated carbon-hydrogen bond
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Paragraph 0060-0064; 0086, (2021/02/10)
The invention discloses a method for synthesizing alkyl olefin through coupling of a double-bond carbon-hydrogen bond and a saturated carbon-hydrogen bond. According to to the method, one-pot reactionis implemented on olefin and sulfoxide in the presence of ferric salt and hydrogen peroxide to generate alkyl olefin; in the method, sulfoxide is simultaneously used as a hydrocarbylation reagent anda solvent of olefin, and a reaction product is alkyl olefin from sulfoxide alkyl coupled with olefin carbon atoms, so that an olefin carbon chain is increased; the reaction conditions are mild, the selectivity is good, the yield is high, and industrial production is facilitated.
Iron Catalyzed Double Bond Isomerization: Evidence for an FeI/FeIII Catalytic Cycle
Woof, Callum R.,Durand, Derek J.,Fey, Natalie,Richards, Emma,Webster, Ruth L.
supporting information, p. 5972 - 5977 (2021/03/17)
Iron-catalyzed isomerization of alkenes is reported using an iron(II) β-diketiminate pre-catalyst. The reaction proceeds with a catalytic amount of a hydride source, such as pinacol borane (HBpin) or ammonia borane (H3N?BH3). Reactivity with both allyl arenes and aliphatic alkenes has been studied. The catalytic mechanism was investigated by a variety of means, including deuteration studies, Density Functional Theory (DFT) and Electron Paramagnetic Resonance (EPR) spectroscopy. The data obtained support a pre-catalyst activation step that gives access to an η2-coordinated alkene FeI complex, followed by oxidative addition of the alkene to give an FeIII intermediate, which then undergoes reductive elimination to allow release of the isomerization product.
Process for isomerizing and converting (Z)-olefins to (E)-olefins
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Paragraph 0048-0050; 0066-0068; 0084-0086, (2020/03/25)
The invention belongs to the technical field of metal catalytic synthesis, and discloses a method for isomerizing and converting (Z)-olefins into (E)-olefins. The (E)-olefins are prepared through a reaction at -30-80 DEG C for 0.5-48 h by using a combination of CoX2 and a PNP or PAO ligand as a catalyst in the presence of an activating reagent; and a molar ratio of the (Z)-olefins to the CoX2 to the PNP or PAO ligand to the activating reagent is 1:(0.00001-0.10):(0.00001-0.10):(0.00003-0.30). The catalyst used in the invention is the combination of the cheap metal cobalt salt and the simple and easily available ligand, no other toxic transition metal (such as ruthenium, rhodium and palladium) salt is added in the reaction, and the method also has the advantages of cheap and easily available raw material, good functional group tolerance, mild reaction conditions, simplicity in operation, and e atom economy of 100%.
