79370-16-4Relevant academic research and scientific papers
An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence
Aukland, Miles H.,Talbot, Fabien J. T.,Fernández-Salas, José A.,Ball, Matthew,Pulis, Alexander P.,Procter, David J.
supporting information, p. 9785 - 9789 (2018/07/31)
An interrupted Pummerer/nickel-catalysed cross-coupling strategy has been developed and used in the elaboration of styrenes. The operationally simple method can be carried out as a one-pot process, involves the direct formation of stable alkenyl sulfonium salt intermediates, utilises a commercially available sulfoxide, catalyst, and ligand, operates at ambient temperature, accommodates sp-, sp2-, and sp3-hybridised organozinc coupling partners, and delivers functionalised styrene products in high yields over two steps. An interrupted Pummerer/cyclisation approach has also been used to access carbo- and heterocyclic alkenyl sulfonium salts for cross-coupling.
Alkoxy/halostyryl benzoic acids: Synthesis, crystal structure, and study of mesomorphic and photophysical properties
Muhammad, Khushi,Rauf, M. Khawar,Tahir, M. Nawaz,Hameed, Shahid
, p. 32 - 45 (2017/09/07)
Alkoxy/halostyrylbenzoic acids were synthesized and evaluated for their mesomorphic and photophysical properties. The trans geometry of the molecules was established by the presence of large coupling constants in 1H-NMR spectra and confirmed fu
Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides
Liu, Jiandong,Ren, Qinghua,Zhang, Xinghua,Gong, Hegui
, p. 15544 - 15548 (2016/12/09)
This work emphasizes the synthesis of substituted vinyl arenes by reductive coupling of aryl halides with vinyl bromides under mild and easy-to-operate nickel-catalyzed reaction conditions. A broad range of aryl halides, including heteroaromatics, and vinyl bromides were employed to yielding products in moderate to excellent yields with high functional-group tolerance. The nickel-catalytic system displays good chemoselectivity between the two C(sp2)-halide coupling partners, thus demonstrating a mechanistic pathway distinct from other stepwise protocols.
Rhodium-catalyzed oxidative decarbonylative Heck-type coupling of aromatic aldehydes with terminal alkenes
Kang, Lei,Zhang, Feng,Ding, Lin-Ting,Yang, Luo
, p. 100452 - 100456 (2015/12/09)
A rhodium-catalyzed oxidative decarbonylative Heck-type coupling of aromatic aldehydes with terminal alkenes to afford 1,2-disubstituted alkenes with good regio- and E-selectivity is developed. This reaction employs readily available aromatic aldehydes as the aryl electrophile counterpart and relies on selected acyl chloride as the crucial additive to activate the rhodium catalyst precursor.
Catalytic Semireduction of Internal Alkynes with All-Metal Aromatic Complexes
Deyris, Pierre-Alexandre,Ca?eque, Tatiana,Wang, Yanlan,Retailleau, Pascal,Bigi, Franca,Maggi, Raimondo,Maestri, Giovanni,Malacria, Max
, p. 3266 - 3269 (2015/10/28)
A simple catalytic method involving all-metal aromatic frameworks as precatalysts ensures an efficient route to (Z)-alkenes. Aromatic triangular palladium clusters were used to reduce internal alkynes without any trace of the formation of alkane side products. These trinuclear complexes provide a catalytic system that parallels the activity and selectivity of their best mononuclear peers, and the catalyst likely operates through complementary mechanisms.
Continuous flow palladium(II)-catalyzed oxidative heck reactions with arylboronic acids
Odell, Luke R.,Lindh, Jonas,Gustafsson, Tomas,Larhed, Mats
supporting information; experimental part, p. 2270 - 2274 (2010/07/10)
Palladium(II)-catalyzed oxidative Heck reactions were investigated under continuous flow conditions. Selective, fast and convenient protocols for the coupling of arylboronic acids with electron-rich and electron-poor olefins were developed by using a commercially available flow reactor.
Entangled palladium nanoparticles in resin plugs
Najman, Romain,Cho, Jin Ku,Coffey, Andrew F.,Davies, John W.,Bradley, Mark
, p. 5031 - 5033 (2008/09/17)
Palladium nanoparticles were entrapped within resin plugs and used in a range of ligand-free cross-coupling reactions; the convenient modular format of the resin plug enhanced resin handling and allowed the catalysts to be easily recovered and multiply reused. The Royal Society of Chemistry.
Synthesis of functional olefins using the Wittig-Horner reaction in different media
Durantini, Edgardo N.
, p. 4201 - 4222 (2007/10/03)
A convenient procedure for the synthesis of E-olefins bearing electron donor-acceptor groups is reported. A new diethyl N-aryl aminobenzylphosphonate (1d) was synthesized. Reactivity of Wittig-Horner reaction is compared. Expansion of the π-conjugate chain involves the reduction of N-methoxy-N-methyl amide to aldehyde by reaction with DIBAL-H.
Palladium-catalyzed carbon- carbon bond formation on a solid phase utilizing hypervalent iodonium salts
Kang, Suk-Ku,Yoon, Seok-Keun,Lim, Kwon-Ho,Son, Hoe-Joo,Baik, Tae-Gon
, p. 3645 - 3655 (2007/10/03)
Palladium-catalyzed cross-coupling of hypervalent iodonium salts with polymer bound alkene, alkyne, and boronate was achieved under mild conditions.
Structure of aggregates of trans-4-alkoxy-4′-carboxystilbenes in the solid state and in microheterogeneous media. A link between the `unit aggregate' and extended arrays
Vaday,Geiger,Cleary,Perlstein,Whitten
, p. 321 - 329 (2007/10/03)
Crystals of three 4-alkoxy-4′-carboxy trans-stilbene (ACS) derivatives and a crystal of 4-methoxy-4′-methanoate trans-stilbene have been shown to have structures in which the amphiphilic aromatics are arranged in layers remarkably similar to deposited Langmuir-Blodgett multilayer assemblies. Within each layer there is either a glide or pseudoglide (or herringbone) arrangement of the chromophores very similar to that deduced from physical properties and simulations for structurally related stilbene, azobenzene, and tolan amphiphiles in microheterogeneous media, solution, and Langmuir-Blodgett (LB) films. The fluorescence of the crystals is very similar to that associated with LB films of a water-insoluble amphiphilic ACS that is associated with the aggregate. An analysis of the crystal structure indicates that energetically favorable aromatic-aromatic (edge-face) interaction determines the packing within a layer.
