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Preparation of supported metal catalysts starting from hydrotalcites as the precursors and their improvements by adopting “memory effect”

Transition metal-catalyzed olefin arylation via C–H bond activation of arenes

Preparation of nickel-mesoporous materials and their application to the hydrodechlorination of chlorinated organic compounds

An Overview on the Dehydrogenation of Alkylbenzenes with Carbon Dioxide over Supported Vanadium–Antimony Oxide Catalysts

Catalytic Wet Air Oxidation of Industrial Aqueous Streams

Amorphous Ni Alloy Hydrogenation Catalyst and Magnetically Stabilized Bed Reaction Technology

Introduction to the Catalysis Society of China

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Transition metal-catalyzed olefin arylation via C–H bond activation of arenes

Content Provider	Springer Nature Link
Author	Matsumoto, Takaya
Copyright Year	2007
Abstract	In this article, two kinds of our transition metal-catalyzed olefin arylations are summarized and discussed. The first one is Ir-catalyzed novel anti-Markovnikov hydroarylation of olefins with benzene. Using this reaction catalyzed by [Ir(μ-acac-O,O′,C3)(acac-O,O′)(acac-C3)]2 (acac = acetylacetonato), 1, straight-chain alkylarenes, which were not obtainable by the conventional Friedel-Crafts aromatic alkylation with olefins, were able to be successfully synthesized directly from arenes and olefins with the higher selectivity than that of branched alkylarenes. This is the first efficient catalyst which shows the desirable high regioselectivity. The reaction of benzene with propylene gave n-propylbenzene and cumene in 61% and 39% selectivities, respectively, and the reaction of benzene and styrene afforded 1,2-diphenylethane in 98% selectivity. The reaction of alkylarene and olefin showed meta and para orientations. A wide range of olefins and arenes can be employed for the synthesis of alkylarenes. The mechanism of the reaction involves C–H bond activation of benzene by Ir center to form Ir–phenyl species. The second reaction is Rh-catalyzed oxidative arylation of ethylene with benzene to directly produce styrene, namely one-step synthesis of styrene. The reaction of benzene with ethylene catalyzed by Rh(ppy)2(OAc) (ppyH = 2-phenylpyridine, OAc = acetate), 3 with Cu oxidizing agent gave styrene and vinyl acetate in 77% and 23% selectivities, respectively, in contrast to those by Pd(OAc)2, 47% of styrene and 53% of vinyl acetate. The mechanism of the reaction involves Rh-mediated C–H bond activation of benzene, which appears to be a rate-determining step. Furthermore, Rh complexes in a Rh(I) oxidation state at the beginning of the reaction work as catalysts for the reaction by addition of acacH and O2 without any oxidizing agent, like Cu salt.
Starting Page	31
Ending Page	48
Page Count	18
File Format	PDF
ISSN	15711013
Journal	Catalysis Surveys from Asia
Volume Number	11
Issue Number	1-2
e-ISSN	15749266
Language	English
Publisher	Springer US
Publisher Date	2007-06-30
Publisher Place	Boston
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	iridium complex rhodium complex C–H bond activation anti-Markovnikov regioselective hydrophenylation hydroarylation oxidative arylation isomerization Friedel-Crafts alkylation homogeneous catalysis crystal structure Characterization and Evaluation of Materials Industrial Chemistry/Chemical Engineering Physical Chemistry Catalysis
Content Type	Text
Resource Type	Article
Subject	Chemistry Catalysis

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

Ptᴵᴵ-Catalyzed Ethylene Hydrophenylation: Influence of Dipyridyl Chelate RIng Size on Catalyst Activity and Longevity

Rhodium-Catalyzed C–H Activation of Benzylamines for Olefin Hydroarylation

Carbon-Carbon Bond Forming Reactions in Diazines via Transition Metal-Catalyzed C-H Bond Activation

Graphene Oxide-Promoted Friedel–Crafts-Type Alkylation of Arenes

Asymmetric Iridium-Catalyzed Hydroarylation of Alkenes

Electron-Deficient Ru(II) Complexes as Catalyst Precursors for Ethylene Hydrophenylation

Aryl Triflates in Phosphorus-Directed Rhodium(III)-Catalyzed C–H Activation

Palladium-Catalyzed Regioselective Arylation of Arene C-H Bond Assisted by the Removable 2-Pyridylsulfinyl Group

Transition metal-catalyzed olefin arylation via C–H bond activation of arenes

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

Ptᴵᴵ-Catalyzed Ethylene Hydrophenylation: Influence of Dipyridyl Chelate RIng Size on Catalyst Activity and Longevity

Rhodium-Catalyzed C–H Activation of Benzylamines for Olefin Hydroarylation

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Transition metal-catalyzed olefin arylation via C–H bond activation of arenes