742103-28-2

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• 742103-27-1 ?di-tert-butyl(2,2-diphenyl-1-methyl-1-cyclopropyl)phosphine 

Relevant academic research and scientific papers

An Efficient Synthesis of N-(Hetero)arylcarbazoles: Palladium-Catalyzed Coupling Reaction between (Hetero)aryl Chlorides and N-Carbazolylmagnesium Chloride

An efficient method for the synthesis of N-(hetero)arylcarbazoles, useful compounds for functional materials, is reported. Various (hetero)aryl chlorides reacted with N-carbazolylmagnesium chloride in the presence of a palladium catalyst (0.05 to 0.2 mol%) prepared from allylpalladium(II) chloride dimer {[PdCl(allyl)]2} and di-tert-butyl(2,2-diphenyl-1-methylcyclopropan-1-yl)phosphine (cBRIDP) under mild conditions (110°C) in a short period of time (15 min to 2 h) to give N-(hetero)arylcarbazoles in high yields. The reactions of bromochlorobenzenes proceeded in favour of the bromo group to afford N-(chlorophenyl)carbazoles in a highly selective manner. Functional materials for use in organic light-emitting diodes, such as mCP, 26mcPy, CBP and TCB, were also obtained in high yields within 15 min by the reaction of (hetero)aryl polyhalides. Optimization of the reaction conditions and a postulated catalytic cycle for the reaction are also discussed.

Synthesis of well-defined diphenylvinyl(cyclopropyl)phosphine-palladium complexes for the Suzuki-Miyaura reaction and Buchwald-Hartwig amination

The well-defined diphenylvinylphosphine-palladium complex 1 and the diphenylcyclopropylphosphine-palladium complex 2 were successfully synthesized. The crystal structures of these complexes were obtained by X-ray crystallographic analysis. Both complexes were air- and moisture-stable, and could be prepared on a gram scale. These palladium complexes catalyzed the Suzuki-Miyaura reaction of aryl bromides [turnover numbers (TON) up to 196,000] and aryl chlorides (TON up to 50,000). Furthermore, complex 2 catalyzed the Buchwald-Hartwig amination of aryl chlorides and aromatic/aliphatic amines with a low catalyst loading. These complexes showed different reactivities for the coupling of 2-chloropyridine, and the origin of this difference is discussed. Copyright

PHOSPHINE COMPOUND, INTERMEDIATE, PALLADIUM-COMPLEX, AND USE THEREOF

Palladum-phosphine complexes obtained by reacting a 5 compound of formula (1) below with a palladium compound: F(I) (wherein Ris a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R and R are each, the same or different, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R and R are each, the same or different, a hydrogen atom, an alkyl group, a cycloalkyl group or a phenyl group which may be substituted; R, R, R and R are each, the same or different, an alkyl group, a cycloalkyl group, a phenyl group which may be substituted, an alkoxyl group, a dialkylamino group, a halogen atom, a phenyl group, a benzyl group, a naphthyl group or a halogenated alkyl group; R and R, R and R may be combined to form, each, a fused ring, a trimethylene group, a tetramethylene group or a 20 methylenedioxy group; p, q, r and s are each an integer of 0 to 5; and p + q, and r + s are each in the range of 0 to 5.), which is a novel and efficient catalyst for manufacturing various useful compounds.