92975-15-0Relevant academic research and scientific papers
Reductive hydrobenzylation of terminal alkynesviaphotoredox and nickel dual catalysis
Zhao, Xian,Zhu, Shengqing,Qing, Feng-Ling,Chu, Lingling
supporting information, p. 9414 - 9417 (2021/09/22)
A photoredox/nickel dual catalyzed reductive hydrobenzylation of alkynes and benzyl chlorides by employing alkyl amines as a stoichiometric reductant is described. This synergistic protocol proceedsviaMarkovnikov-selective migratory insertion of an alkyne into nickel hydride, followed by cross-coupling with benzyl chloride, providing facile access to important 1,1-disubstituted olefins. This reaction enables the generation of nickel hydride by utilizing readily available alkyl amines as the hydrogen source. The mild conditions are compatible with a wide range of aryl and alkyl alkynes as well as chlorides.
Regio-specific polyacetylenes synthesized from anionic polymerizations of template monomers
Zhang, Yang,Li, Jia,Li, Xiaohong,He, Junpo
, p. 6260 - 6269 (2015/02/19)
Substituted polyacetylenes with alkylphenyl side groups and head-to-head regioregularity were prepared through anionic living polymerization of template monomers and subsequent dehydrogenation process. The template monomers have the structure of 2, 3-disubstituted-1, 3-butadienes prepared by palladium-catalyzed Kumada coupling of the corresponding vinyl bromides. Anionic polymerizations of the template monomers produced narrow disperse substituted polybutadiene precursors with exclusive 1, 4-enchainment. The precursors were converted into soluble polyacetylene derivatives via two methods, e.g., bromination followed by elimination of HBr, and direct dehydrogenation by 2, 3-dichloro-5, 6-dicyano-1, 4-benzoquinone (DDQ), both resulting in dark colored products with significant red shift in UV spectra. The obtained head-to-head polyacetylene derivatives exhibited highly thermal stability, possibly due to trans-rich and/or head-to-head chain configurations. The microstructures of the poly(2, 3-dialkylphenyl butadiene) precursors were analyzed in detail using NMR spectroscopy with regard to the solvent effect during polymerization. Block copolymers containing substituted polyacetylene segments were prepared through sequential anionic polymerization of different monomers, followed by dehydrogenation transformation. The present synthesis may serve as a new strategy for tailoring molecular structures of polyacetylene-based polymers by virtue of anionic living polymerization techniques.
A ligand free and room temperature protocol for Pd-catalyzed kumada-corriu couplings of unactivated alkenyl phosphates
Gauthier, Delphine,Beckendorf, Stephan,Gogsig, Thomas M.,Lindhardt, Anders T.,Skrydstrup, Troels
supporting information; experimental part, p. 3536 - 3539 (2009/09/30)
Kumada - Corriu cross-couplings of nonactivated cyclic and acyclic vinyl phosphates with aryl magnesium reagents afforded a series of 1,1-disubtituted alkenes in good yields for most cases when the reactions were performed at room temperature with the sim
