Crabtree's Catalyst
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Crabtree's Catalyst
Crabtree's catalyst is an organoiridium compound with the formula [1,5-Cyclooctadiene, C8H12IrTricyclohexylphosphine, P(C6H11)3pyridine, C5H5N]PF6. It is a homogeneous catalyst for hydrogenation and hydrogen-transfer reactions, developed by Robert H. Crabtree. This air stable orange solid is commercially available and known for its directed hydrogenation to give trans stereoselectivity with respective of directing group. Structure and synthesis The complex has a square planar molecular geometry, as expected for a d8 complex. It is prepared from cyclooctadiene iridium chloride dimer. Reactivity Crabtree’s catalyst is effective for the hydrogenations of mono-, di-, tri-, and tetra-substituted substrates. Whereas Wilkinson’s catalyst and the Schrock–Osborn catalyst do not catalyze the hydrogenation of a tetrasubstituted olefin, Crabtree’s catalyst does so to at high turnover frequencies (table). : The catalyst is reactive at room temperature. The reaction is robust without ...
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Organoiridium Compound
Organoiridium chemistry is the chemistry of organometallic compounds containing an iridium-carbon chemical bond. Organoiridium compounds are relevant to many important processes including olefin hydrogenation and the industrial synthesis of acetic acid. They are also of great academic interest because of the diversity of the reactions and their relevance to the synthesis of fine chemicals. Classification based on principal oxidation states Organoiridium compounds share many characteristics with those of rhodium, but less so with cobalt. Iridium can exist in oxidation states of -III to +V, but iridium(I) and iridium(III) are the more common. iridium(I) compounds (d8 configuration) usually occur with square planar or trigonal bipyramidal geometries, whereas iridium(III) compounds (d6 configuration) typically have an octahedral geometry. Iridium(0) Iridium(0) complexes are binary carbonyls, the principal member being tetrairidium dodecacarbonyl, Ir4(CO)12. Unlike the relate ...
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Ethanol
Ethanol (abbr. EtOH; also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound. It is an Alcohol (chemistry), alcohol with the chemical formula . Its formula can be also written as or (an ethyl group linked to a hydroxyl group). Ethanol is a Volatility (chemistry), volatile, Combustibility and flammability, flammable, colorless liquid with a characteristic wine-like odor and pungent taste. It is a psychoactive recreational drug, the active ingredient in alcoholic drinks. Ethanol is naturally produced by the fermentation process of Carbohydrate, sugars by yeasts or via Petrochemistry, petrochemical processes such as ethylene hydration. It has medical applications as an antiseptic and disinfectant. It is used as a chemical solvent and in the Chemical synthesis, synthesis of organic compounds, and as a Alcohol fuel, fuel source. Ethanol also can be dehydrated to make ethylene, an important chemical feedstock. As of 2006, world produ ...
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Gif-sur-Yvette
Gif-sur-Yvette (, literally ''Gif on Yvette'') is a commune in south-western Ile de France, France. It is located from the center of Paris. Geography The town is crossed by and named after the river Yvette. The total area is and is green spaces and woods. Place names The town of Gif-sur-Yvette is composed of sections: * in the valley: The Rougemonts, The Mérantaise, The Mairie, The Féverie, Coupières, Damiette, Courcelle, l'Abbaye, les Coudraies; * on the Moulon Plateau: The Moulon (uninhabited, aside from a research and educational institute); * on the Hurepoix Plateau: The Hacquinière, Belleville (created before the war) and Chevry (created in the 1970s, and equipped with infrastructure). Also, the commune's territory includes many forests such as the Hacquinière Wood and the d'Aigrefoin Wood. Commune's neighbors The neighboring communes of Gif-sur-Yvette are Villiers-le-Bâcle, Saint-Aubin, Saclay, Orsay, Bures-sur-Yvette, Gometz-le-Châtel, Gometz-la-Ville, and ...
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Institut De Chimie Des Substances Naturelles
The Institut de Chimie des Substances Naturelles ("Institute for the chemistry of natural substances"), or ICSN, is part of the Centre national de la recherche scientifique, France's most prominent public research organization. Located at Gif-sur-Yvette, near Paris, ICSN is France's largest state-run chemistry research institute. Built in 1959, it employs over 300 people and focuses on four research areas: # Synthetic and methodological approaches in Organic Chemistry # Natural products and medicinal chemistry # Structural chemistry and structural biology # Chemistry and biology Biology is the scientific study of life. It is a natural science with a broad scope but has several unifying themes that tie it together as a single, coherent field. For instance, all organisms are made up of cells that process hereditary i ... of therapeutic targets References ICSN Official website(in French and English) {{authority control Research institutes in France Government agen ...
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Rhodium
Rhodium is a chemical element with the symbol Rh and atomic number 45. It is a very rare, silvery-white, hard, corrosion-resistant transition metal. It is a noble metal and a member of the platinum group. It has only one naturally occurring isotope: 103Rh. Naturally occurring rhodium is usually found as a free metal or as an alloy with similar metals and rarely as a chemical compound in minerals such as bowieite and rhodplumsite. It is one of the rarest and most valuable precious metals. Rhodium is found in platinum or nickel ores with the other members of the platinum group metals. It was discovered in 1803 by William Hyde Wollaston in one such ore, and named for the rose color of one of its chlorine compounds. The element's major use (consuming about 80% of world rhodium production) is as one of the catalysts in the three-way catalytic converters in automobiles. Because rhodium metal is inert against corrosion and most aggressive chemicals, and because of its rarity, rhodium ...
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Wilkinson's Catalyst
Wilkinson's catalyst is the common name for chloridotris(triphenylphosphine)rhodium(I), a coordination complex of rhodium with the formula hCl(PPh3)3(Ph = phenyl). It is a red-brown colored solid that is soluble in hydrocarbon solvents such as benzene, and more so in tetrahydrofuran or chlorinated solvents such as dichloromethane. The compound is widely used as a catalyst for hydrogenation of alkenes. It is named after chemist and Nobel laureate Sir Geoffrey Wilkinson, who first popularized its use. Historically, Wilkinson's catalyst has been a paradigm in catalytic studies leading to several advances in the field such as the implementation of some of the first heteronuclear magnetic resonance studies for its structural elucidation in solution (31P), parahydrogen-induced polarization spectroscopy to determine the nature of transient reactive species, or one of the first detailed kinetic investigation by Halpern to elucidate the mechanism. Furthermore, the catalytic and organome ...
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Crabtree Cat Reaction
Crabtree may refer to: People * Crabtree (surname) Places * Crabtree, California * Crabtree, North Carolina, an unincorporated community in Haywood County, United States * Crabtree, Oregon * Crabtree, Pennsylvania * Crabtree, Plymouth, a suburb of Plymouth in the county of Devon, England * Crabtree, Quebec, Canada * Crabtree, Tasmania, Australia * Crabtree, West Sussex, a hamlet in the parish of Lower Beeding and in Horsham District in England * Crabtree Creek (other) * Crabtree Falls, Virginia * Crabtree Falls (North Carolina), a waterfall in Yancey County, United States * Crabtree Hot Springs, California, a closed, private hot springs in Lake County, United States * Crabtree Ledge Light, a sparkplug lighthouse on Frenchman Bay, Maine, United States * Crabtree Valley Mall, North Carolina * John A. Crabtree House, a house located in Montgomery in Orange County, New York, United States * Lake Crabtree, a reservoir in Cary, North Carolina, United States * Lake Crabt ...
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Journal Of Organic Chemistry
''The Journal of Organic Chemistry'', colloquially known as ''JOC'', is a peer-reviewed scientific journal for original contributions of fundamental research in all branches of theory and practice in organic and bioorganic chemistry. It is published by the publishing arm of the American Chemical Society, with 24 issues per year. According to the ''Journal Citation Reports'', the journal had a 2017 impact factor of 4.805 and it is the journal that received the most cites (100,091 in 2017) in the field of organic chemistry. According to Web of Knowledge (and as December 2012), eleven papers from the journal have received more than 1,000 citations, with the most cited paper having received 7,967 citations. The current editor-in-chief is Scott J. Miller from Yale University. Indexing ''J. Org. Chem.'' is currently indexed in: See also *Organic Letters *Organometallics ''Organometallics'' is a biweekly journal published by the American Chemical Society. Its area of focus is ...
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Angewandte Chemie
''Angewandte Chemie'' (, meaning "Applied Chemistry") is a weekly peer-reviewed scientific journal that is published by Wiley-VCH on behalf of the German Chemical Society (Gesellschaft Deutscher Chemiker). Publishing formats include feature-length reviews, short highlights, research communications, minireviews, essays, book reviews, meeting reviews, correspondences, corrections, and obituaries. This journal contains review articles covering all aspects of chemistry. According to the ''Journal Citation Reports'', the journal had a 2021 impact factor of 16.823. Editions The journal appears in two editions with separate volume and page numbering: a German edition, ''Angewandte Chemie'' ( (print), (online)), and a fully English-language edition, ''Angewandte Chemie International Edition'' ( (print), (online)). The editions are identical in content with the exception of occasional reviews of German-language books or German translations of IUPAC recommendations. Business model ''A ...
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Dichloromethane
Dichloromethane (DCM or methylene chloride, methylene bichloride) is an organochlorine compound with the formula . This colorless, volatile liquid with a chloroform-like, sweet odour is widely used as a solvent. Although it is not miscible with water, it is slightly polar, and miscible with many organic solvents.Rossberg, M. ''et al.'' (2006) "Chlorinated Hydrocarbons" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim. . Occurrence Natural sources of dichloromethane include oceanic sources, macroalgae, wetlands, and volcanoes. However, the majority of dichloromethane in the environment is the result of industrial emissions. Production DCM is produced by treating either chloromethane or methane with chlorine gas at 400–500 °C. At these temperatures, both methane and chloromethane undergo a series of reactions producing progressively more chlorinated products. In this way, an estimated 400,000 tons were produced in the US, Europe, and Japan in 1993. ...
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Solvent
A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for polar molecules and the most common solvent used by living things; all the ions and proteins in a cell are dissolved in water within the cell. The quantity of solute that can dissolve in a specific volume of solvent varies with temperature. Major uses of solvents are in paints, paint removers, inks, and dry cleaning. Specific uses for organic solvents are in dry cleaning (e.g. tetrachloroethylene); as paint thinners (toluene, turpentine); as nail polish removers and solvents of glue (acetone, methyl acetate, ethyl acetate); in spot removers (hexane, petrol ether); in detergents ( citrus terpenes); and in perfumes (ethanol). Solvents find various applications in chemical, pharmaceutical, oil, and gas industries, including in chemical syn ...
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