Nippon Chemical Industrial Co., Ltd.

Shin-Etsu Chemical Co., Ltd.

Hokkaido University

Natsuhiro Sano

Ken Tamura

Tsutomu Watanabe

Masashi Sugiya

Tsuneo Imamoto

Yoshirou Kaneda

Tomonao Naruhashi

Hajime Ito

Hiroaki Iwamoto

Eiichi Tatsuya

Eri Furui

Yuki Sawatsugawa

There is provided a novel optically active bisphosphinomethane useful as a ligand for an asymmetric catalyst, excellent in oxidation resistance in air, and easy in handling. There is also provided a transition metal complex using the optically active bisphosphinoraethane having excellent asymmetric catalytic ability as a ligand. The optically active bisphosphinomethane is represented by the general formula (1), and the transition metal complex has the optically active bisphosphinomethane as a ligand. (In the formula, Rrepresents an adamantyl group; Rrepresents a branched alkyl group having 3 or more carbon atoms; and * represents an asymmetric center on a phosphorus atom.)

Optically active bisphosphinomethane, method for producing the same, and transition metal complex and asymmetric catalyst

A production method by which a biarylphosphine useful as a Buchwald phosphine ligand can be obtained in high purity is provided through an industrially advantageous process. The production method of a biarylphosphine comprises a step A of reacting a lithiated product obtained through lithiation of a halogenated benzene derivative with a benzene derivative to obtain a biphenyl derivative, and a step B of the reacting the biphenyl derivative with a halogenated phosphine. In the step A, the charge molar ratio of the halogenated benzene derivative to the benzene derivative is preferably 1.0 to 5.0.

Production method of biarylphosphine

A coated particle according to the present invention is a coated particle containing a conductive metal-coated particle having a metal film formed on a surface of a core material, the conductive metal-coated particle coated with an insulation layer containing a polymer, wherein the insulation layer has a phosphonium group. The insulation layer preferably contains an insulating fine particle and the fine particle has a phosphonium group on a surface thereof, or the insulation layer is preferably a film having a phosphonium group. In addition, the metal is preferably at least one selected from nickel, gold, nickel alloys, and gold alloys. The polymer constituting the insulation layer is preferably at least one polymerized product selected from styrenes, esters, and nitriles.

Coated particles and production method therefor

Provided is a 2,3-bisphosphinopyrazine derivative represented by the following general formula (1), wherein R, R, R, and Rrepresent an optionally substituted straight-chain or branched alkyl group having 1 to 10 carbon atoms, an optionally substituted cycloalkyl group, an optionally substituted adamantyl group, or an optionally substituted phenyl group, Rrepresents an optionally substituted alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group, each Rmay be the same group or a different group, Rrepresents a monovalent substituent, n denotes an integer of 0 to 2. 

2,3-bisphosphinopyrazine derivative, method for producing same, transition metal complex, asymmetric catalyst, and method for producing organic boron compound

A phosphorus-containing hydroquinone derivative represented by a general formula (1): (where Rand Rrepresent linear or branched alkyl groups that are identical or may be different, and/or Rand Rmay form a circular group; X represents an oxygen atom or sulfur atom; Y and Z represent hydrogen atom, hydroxy group, linear or branched alkyl group, aralkyl group, alkoxy group, allyl group, aryl group or cyano group, and/or Y and Z may form a circular group). The present invention provides phosphorus-containing hydroquinone derivatives that are useful for intermediate materials for reactive type flame-retardant agents or phosphorus-containing epoxy resins.

Phosphorus-containing hydroquinone derivatives, process for their production, phosphorus-containing epoxy resins made by using the derivatives, flame-retardant resin compositions, sealing media and laminated sheets

A highly pure monoalkylphosphine which is useful as a starting material for producing a compound semiconductor, and a method for producing same in high yield are provided. The highly pure monoalkylphosphine is represented by the general formula RPH.sub.2 (wherein R is an alkyl group having 1 to 8 carbon atoms), has a purity of not less than 99.999%, and is substantially free of sulfur and silica. In the method of producing said highly pure monoalkylphosphine, anhydrous hydrofluoric acid is used as a catalyst for a reaction between phosphine and an alkene, and the reaction is carried out in the presence of an organic solvent having a boiling point higher than that of the resulting monoalkylphosphine; the resulting reaction mixture is contacted with an alkali solution so that the remaining catalyst is removed into an aqueous phase in the form of a fluoride salt; next, the obtained reaction mixture is contacted with an alkali hydride and the impurities are removed, then distillation is carried out.

Highly pure monoalkylphosphine and method for producing same

A highly pure monoalkylphosphine which is useful as a starting material for producing a compound semiconductor, and a method for producing same in high yield are provided. A highly pure monoalkylphosphine represented by the general formula RPH.sub.2 (wherein R is an alkyl group having 1 to 8 carbon atoms) has a purity of not less than five nines, and is substantially free of sulfur and silica. In the method of producing said highly pure monoalkylphosphine, anhydrous hydrofluoric acid is used as a catalyst for a reaction between phosphine and an alkene, and the reaction is carried out in the presence of an organic solvent having a boiling point higher than that of the resulting monoalkylphosphine; the resulting reaction mixture is contacted with an alkali solution so that the remaining catalyst is removed into an aqueous phase in the form of a fluoride salt; next, the obtained reaction mixture is contacted with an alkali hydride and the impurities are removed, then distillation is carried out.

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Tokyo, Japan

Natsuhiro Sano