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Relevant academic research and scientific papers

Compositions containing ionic liquids and their uses, in particular in organic synthesis

An ionic liquid is used as liquid matrix for organic synthesis in homogeneous phase on soluble support, the ionic liquid being presented in liquid or solid form at ambient temperature, of formula A1+X1?, A1+ representing a cation, functional or non-functional, or a mixture of cations in which either none of the cations is functional or at least one of the cations is functional, and X1? an anion, functional or non-functional, or a mixture of anions in which either none of the anions is functional or at least one of the anions is functional.

2-Hydroxy-1,10-phenanthroline vs 1,10-Phenanthroline: Significant ligand acceleration effects in the Palladium-Catalyzed Oxidative Heck reaction of arenes

A series of bidentate monoanionic nitrogen ligands were designed and applied in the Pd-catalyzed oxidative Heck reaction of arenes with alkenes. Significant ligand-accelerated effects were observed, and direct C-H functionalized products were formed in high yields with meta-selectivity.

Rhodium(II)-catalyzed nondirected oxidative alkenylation of arenes: Arene loading at one equivalent

A bimetallic RhII catalyst promoted the C-H alkenylation of simple arenes at 1.0 equivalent without the use of a directing group. A phosphine ligand as well as cooperative reoxidation of RhII with Cu(TFA)2 and V2O5 proved essential in providing monoalkenylated products in good yields and selectivities, especially with di- and trisubstituted arenes. Down to one: A C-H alkenylation of simple arenes without the need for an excess amount of the arene was possible with a bimetallic RhII catalyst (see scheme). A phosphine ligand as well as a combination of the oxidants Cu(TFA)2 and V2O5 proved essential for the efficient synthesis of monoalkenylated products with good selectivity, especially for di- and trisubstituted arene substrates.

Pd-catalyzed ligand-free desulfitative Heck reaction with arenesulfinic acid salts under air

Palladium-catalyzed cross-coupling reactions of various aryl sulfinic acid salts with a wide variety of vinyl substrates have been achieved in good to excellent yields under simple aerobic conditions at 70°C with the assistance of Cu(II) salts. The reaction can be accelerated by the combination of DMSO with THF. The reported Matsuda-Heck type coupling reactions are tolerant to the common functional groups, making these transformations as attractive alternatives to the traditional cross-coupling approaches. Copyright

Direct oxidative coupling of arenes with olefins by Rh-catalyzed C-H activation in air: Observation of a strong cooperation of the acid

A [{RhCl(cod)}2]/CCl3COOH system was developed for the oxidative coupling of non-chelate-assisted arenes with olefins in the presence of catalytic amounts of Cu(OAc)2·H2O as a co-oxidant and oxygen as the terminal oxidant. The acid was an indispensable component in this system and played a very important role in the coupling reaction. This catalytic system was applied to the direct oxidative coupling of a series of arenes and olefins and the corresponding products were afforded in high yields with special chemo- and regioselectivity. This reaction provides an atom-efficient route to vinylarenes, which are widely used in various fine chemicals. Give it some air: A [{RhCl(cod)}2]/CCl3COOH system for the oxidative coupling of arenes and olefins afforded their corresponding products with special chemo- and regioselectivity in high yields. This reaction provides an atom-efficient route to vinylarenes. Copyright

Palladium/Imidazolium salt as a versatile catalyst for sequential coupling reactions of aryl dihalides to unsymmetrically substituted arenes

A simple method for one-pot sequential Heck/Suzuki coupling reactions of a range of substituted aryl dihalides has been described. The Pd(OAc)2/imidazolium system catalyzed double coupling reactions proceed without isolation of the intermediates giving unsymmetrically polysubstituted biphenyls in good to excellent yields. Further couplings of the resultant products bearing additional C-Cl bonds with substituted arylboronic acids or amines lead to unsymmetrical terphenyls and aminobiphenyl derivatives.

Pd-catalyzed efficient one-pot sequential cross-coupling reactions of aryl dihalides

(Chemical Equation Presented) The palladium complex containing N-heterocyclic carbene ligands catalyzes one-pot sequential Heck/Suzuki, Heck/Heck, and Heck/Sonogashira coupling reactions of aryl dihalides to afford unsymmetrically substituted arenes in ex

Ruthenium complex-catalysed Heck reactions of areneboronic acids; mechanism, synthesis and halide tolerance

Ruthenium-arene complexes can act as efficient catalysts for the coupling of areneboronic acids with electrophilic alkenes. The chemoselectivity is completely different from palladium coupling, with full tolerance for halogen in the arene. NMR and ES-MS studies have been carried out to elucidate the reaction pathway.

Ruthenium-catalyzed oxidative heck reactions

Aryl boronic acids can undergo a Heck-type reaction catalyzed by RuII in the presence of CuII, which serves as a reoxidant in each cycle (see scheme, step1).Compatibility with halide substituents offers attractive synthetic potential