Takaya Matsumoto

Regioselective hydrophenylation of olefins catalyzed by an Ir(III) complex

Abstract The novel, anti-Markovnikov, arylation of olefins with benzene to produce straight-chain alkylbenzenes with higher selectivity than branched alkylbenzenes is catalyzed by [Ir(μ-acac-O,O′,C3)(acac-O,O′)(acac-C3)]2 (acac=acetylacetonato), 1 [J. Am. Chem. Soc. 122 (2000) 7414]. The reaction of benzene with propylene gave n-propylbenzene and cumene in 61 and 39% selectivities, respectively. The reaction of benzene and styrene afforded 1,2-diphenylethane in 98% selectivity. Considering the anti-Markovnikov regioselectivity and lack of inhibition by water, we propose that the reaction does not proceed via a Friedel–Crafts, carbocation, mechanism. Complex 1, amongst the various transition metal complexes examined, is the most efficient for catalyzing the anti-Markovnikov olefin arylation. The crystal structure of complex 1 was solved and is consistent with a binuclear Ir(III) structure with three different types of coordinated acac ligands as reported by earlier solution IR and NMR analyses. [Ir(μ-acac-O,O′,C3)(acac-O,O′)Cl]2, 2, was prepared by the reaction of complex 1 with benzoyl chloride, and the crystal structure was also reported.

Isomerization and anti-Markovnikov arylation of olefin catalyzed by an iridium complex

An iridium acetylacetonato complex, a catalyst for anti-Markovnikov arylation of olefins, was found to work as a catalyst for olefin isomerization. 2-butene was obtained with 0.55 cis/trans ratio in isomerization of 1-butene. Moreover, in 1-hexene/benzene solution, isomerization and arylation of 1-hexene were simultaneously catalyzed by the iridium complex.

111 Kerosene reforming catalyst for fuel cell application—Kinetic and modeling analysis of steam reforming—

Abstract Kinetic parameters of steam reforming of n-dodecane were measured by the micro scale reaction. The simulation using the parameters was able to reproduce the experimental observations.

Synthesis and X-ray crystal structure of Rh(ppy)2(OAc) (ppyH=2-phenylpyridine): a rhodium(III) complex as a catalyst for oxidative arylation of ethylene with benzene

Rh(ppy) 2 (OAc) ( 1 ) (ppyH=2-phenylpyridine), which was obtained by reaction of [Rh(ppy) 2 Cl] 2 with KOAc, was found to work as a catalyst for oxidative arylation of ethylene with benzene to produce styrene by addition of O 2 /Cu oxidizing agent. The structure of 1 was determined by single crystal X-ray diffraction.

Regioselective olefin arylation catalyzed by [Ir(acac)2Cl]2 with base

Abstract By addition of bases to remove Cl in situ, [Ir(acac) 2 Cl] 2 was found to work as a catalyst for anti-Markovnikov arylation of olefin with benzene to produce straight-chain alkylbenzene in higher selectivity than the branched alkylbenzene the same as [Ir(acac) 3 ] 2 .