Author
Kunio Mori
Bio: Kunio Mori is an academic researcher. The author has contributed to research in topics: Iodobenzene & Palladium. The author has an hindex of 5, co-authored 10 publications receiving 1224 citations.
Topics: Iodobenzene, Palladium, Carbonylation, Catalysis, Styrene
Papers
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1,120 citations
TL;DR: Arylation of propylene, ethylene, styrene, and methyl acrylate with iodobenzene was found to be catalyzed by metallic palladium in methanol to give methylstyrene and methyl cinnamate, respectively as discussed by the authors.
Abstract: Arylation of propylene, ethylene, styrene, and methyl acrylate with iodobenzene was found to be catalyzed by metallic palladium in methanol to give methylstyrene, styrene, t-stilbene, and methyl cinnamate, respectively. Their yields and selectivities increased significantly by the addition of excess potassium acetate as an acceptor of hydriodic acid formed. The course of catalytic reaction is discussed in terms of the oxidative addition of iodobenzene to a palladium complex of low oxidation state.
113 citations
TL;DR: In this article, it was found that palladium-black is a highly active catalyst for the carbonylation of iodobenzene with carbon monoxide and methanol in the presence of potassium acetate, triethylamine, or tributylamine to give methyl benzoate.
Abstract: It was found that palladium-black is a highly active catalyst for the carbonylation of iodobenzene with carbon monoxide and methanol in the presence of potassium acetate, triethylamine, or tributylamine to give methyl benzoate. The kinetic study of the carbonylation showed that the oxidative addition of iodobenzene to a palladium(0) complex is rate-determining, and that the bases affect considerably the rate-determining step.
33 citations
TL;DR: In this paper, the effect of the presence of hydrogen iodide with methyl iodide in the synthesis of acetic acid has been investigated, and it was shown that the competitive oxidative addition of hydrogen ionide with benzophenone keeps both the catalytic activity and selectivity high, even at an elevated temperature.
Abstract: In the synthesis of acetic acid by the carbonylation of methanol catalyzed by RhCl3·3H2O or Rh2Cl2(CO)4in the presence of methyl iodide, it was found that ketone solvents, such as acetophenone and benzophenone, keep both the catalytic activity and selectivity high, even at an elevated temperature. The kinetic results in acetophenone are in agreement with the mechanism proposed by Paulik and Roth. The effect of the ketone solvent was discussed by taking account of the competitive oxidative addition of hydrogen iodide with methyl iodide.
16 citations
TL;DR: The difference among these amines in their interaction with rhodium trichloride is explained by their steric hindrance based on the isolation of the Rh(III)-amine complex only with primary amine as discussed by the authors.
Abstract: Rhodium trichloride effectively catalyzes the arylation of ethylene with iodobenzene in the presence of an amine to give styrene, although neither rhodium-powder nor chlorotris(triphenylphosphine)rhodium(I) is effective. The efficacy of the amine in increasing the yield of styrene is remarkable with tertiary and secondary amines but negligible with a primary amine. The difference among these amines in their interaction with rhodium trichloride is explained by their steric hindrance based on the isolation of the Rh(III)–amine complex only with primary amine.
11 citations
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TL;DR: s, or keywords if they used Heck-type chemistry in their syntheses, because it became one of basic tools of organic preparations, a natural way to make organic preparations.
Abstract: s, or keywords if they used Heck-type chemistry in their syntheses, because it became one of basic tools of organic preparations, a natural way to
3,373 citations
TL;DR: The Review presents the recent developments and the use of NP catalysis in organic synthesis, for example, in hydrogenation and C--C coupling reactions, and the heterogeneous oxidation of CO on gold NPs.
Abstract: Interest in catalysis by metal nanoparticles (NPs) is increasing dramatically, as reflected by the large number of publications in the last five years. This field, "semi-heterogeneous catalysis", is at the frontier between homogeneous and heterogeneous catalysis, and progress has been made in the efficiency and selectivity of reactions and recovery and recyclability of the catalytic materials. Usually NP catalysts are prepared from a metal salt, a reducing agent, and a stabilizer and are supported on an oxide, charcoal, or a zeolite. Besides the polymers and oxides that used to be employed as standard, innovative stabilizers, media, and supports have appeared, such as dendrimers, specific ligands, ionic liquids, surfactants, membranes, carbon nanotubes, and a variety of oxides. Ligand-free procedures have provided remarkable results with extremely low metal loading. The Review presents the recent developments and the use of NP catalysis in organic synthesis, for example, in hydrogenation and C--C coupling reactions, and the heterogeneous oxidation of CO on gold NPs.
2,790 citations
TL;DR: In this Review, highlights of a number of selected syntheses are discussed, demonstrating the enormous power of these processes in the art of total synthesis and underscore their future potential in chemical synthesis.
Abstract: In studying the evolution of organic chemistry and grasping its essence, one comes quickly to the conclusion that no other type of reaction plays as large a role in shaping this domain of science than carbon-carbon bond-forming reactions. The Grignard, Diels-Alder, and Wittig reactions are but three prominent examples of such processes, and are among those which have undeniably exercised decisive roles in the last century in the emergence of chemical synthesis as we know it today. In the last quarter of the 20th century, a new family of carbon-carbon bond-forming reactions based on transition-metal catalysts evolved as powerful tools in synthesis. Among them, the palladium-catalyzed cross-coupling reactions are the most prominent. In this Review, highlights of a number of selected syntheses are discussed. The examples chosen demonstrate the enormous power of these processes in the art of total synthesis and underscore their future potential in chemical synthesis.
2,268 citations
TL;DR: This Review attempts to trace the historical origin of these powerful reactions, and outline the developments from the seminal discoveries leading to their eminent position as appreciated and applied today.
Abstract: In 2010, Richard Heck, Ei-ichi Negishi, and Akira Suzuki joined the prestigious circle of Nobel Laureate chemists for their roles in discovering and developing highly practical methodologies for C-C bond construction. From their original contributions in the early 1970s the landscape of the strategies and methods of organic synthesis irreversibly changed for the modern chemist, both in academia and in industry. In this Review, we attempt to trace the historical origin of these powerful reactions, and outline the developments from the seminal discoveries leading to their eminent position as appreciated and applied today.
2,148 citations
TL;DR: This critical review covers the recent progresses on the regioselective dehydrogenative direct coupling reaction of heteroarenes, including arylation, olefination, alkynylation, and amination/amidation mainly utilizing transition metal catalysts.
Abstract: The direct functionalization of heterocyclic compounds has emerged as one of the most important topics in the field of metal-catalyzed C–H bond activation due to the fact that products are an important synthetic motif in organic synthesis, the pharmaceutical industry, and materials science. This critical review covers the recent progresses on the regioselective dehydrogenative direct coupling reaction of heteroarenes, including arylation, olefination, alkynylation, and amination/amidation mainly utilizing transition metal catalysts (113 references).
2,062 citations