New substituted ferrocene derivative useful as ligands in catalysis of carbon-carbon and carbon-heteroatom linking reactions, in hydrogenation reactions, preferably Suzuki reaction and for preparing multi ortho-substituted biaryls

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This patent describes a new type of substituted ferrocene derivative that can be used as highly effective ligands in catalytic reactions, including carbon-carbon and carbon-heteroatom bond formations. These ligands are particularly suitable for use in hydrogenation and Suzuki-type coupling reactions, enabling the preparation of complex, multi-ortho-substituted biaryls. The patent also covers the methods of preparing the ligands, their use in forming metal complexes, and reagent kits for catalysis.

Use CasesContent extracted from patent full text and abstract with AI.

• Catalytic synthesis of pharmaceuticals and fine chemicals via Suzuki coupling reactions.
• Industrial production of multi-ortho-substituted biaryl compounds.
• Hydrogenation processes in chemical manufacturing using transition metal catalysis.
• Development of new catalytic systems for academic and industrial research.
• Improved catalysis in carbon-carbon or carbon-heteroatom bond forming reactions in organic synthesis labs.

BenefitsContent extracted from patent full text and abstract with AI.

• Enhanced catalytic efficiency and selectivity in organic synthesis reactions.
• Ability to form complex biaryl structures that were previously challenging to synthesize.
• Flexibility in ligand structure allows for tuning catalyst properties for specific applications.
• Potential to improve yields and reduce costs in industrial chemical processes.
• Compatibility with a range of transition metals enables broad utility across many catalytic systems.

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Inventors & Applicants

Patent Abstract

Substituted ferrocene derivative (I) is new. Substituted ferrocene derivative of formula (I) is new. A : single bond or R 6>; R 1> : (cyclo)alkyl (optionally branched), aryl (both optionally substituted by alkyl (optionally branched), aryl, halo, NH 2, thioether, nitrile or carboxylic acid) or H; either R 2>-R 5> : alkyl (optionally branched), aryl, cycloalkyl, alkoxy, aryloxy, N(alkyl) 2, N(aryl) 2(all optionally substituted by alkyl (optionally branched), aryl, halo, ether, NH 2, thioether, nitrile or carboxylic acid) or halo; or R2+R3 or R4+R5 : phosphetane compound of formula (Ia) (optionally saturated and optionally branched); q : 1 or 2; R 7>, R 8> : alkyl (optionally branched), preferably CH 3, CH 2CH 3, CH(CH 3) 2, C(CH 3) 3or cycloalkyl; R 6> : alkanediyl, benzenediyl, 2,2'-substituted 1,1'-binaphthyl, 1,8-naphthylene, 2,2'-substituted 1,1'-binaphthadiyl, 1,8-naphthadiyl or ferrocenyl derivative; T : alkyl, Si(alkyl) 3,Si(alkyl) 2(aryl), Si(alkyl)(aryl) 2, Si(aryl) 3(where alkyl and aryl are optionally substituted by alkyl (optionally branched), halo, ether, amine, thioether, nitrile or carboxylic acid); either n : 0-2; and o : 0-5; or n+o : = 5. Independent claims are also included for: (1) preparing (I); (2) a metal compound of formula (ML kX m); and (3) a kit comprising at least one of the compounds of group 8-10 of the periodic table of elements (according to IUPAC Nomenclature of Inorganic Chemistry 1989), preferably nickel, palladium (both preferred), rhodium, iridium, ruthenium or cobalt. M : transition metal of group 8-10 of the periodic table of elements (according to IUPAC Nomenclature of Inorganic Chemistry 1989), preferably nickel, palladium (both preferred), rhodium, iridium, ruthenium or cobalt; L : (I); k : 1-3; X : chloride, bromide, iodide, acetate, acetylacetonate, nitrate, H 2CSi(CH 3) 3or H 2CSi(CH 3) 2(C 6H 5); and m : 0-4. [Image].