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Cyclometalation
In organometallic chemistry, a metallacycle is a derivative of a carbocyclic compound wherein a metal has replaced at least one carbon center; this is to some extent similar to heterocycles. Metallacycles appear frequently as reactive intermediates in catalysis, e.g. olefin metathesis and alkyne trimerization. In organic synthesis, directed ortho metalation is widely used for the functionalization of arene rings via C-H activation. One main effect that metallic atom substitution on a cyclic carbon compound is distorting the geometry due to the large size of typical metals. Nomenclature Typically, metallacycles are cyclic compounds with two metal carbon bonds. Many compounds containing metals in rings are known, for example chelate rings. Usually, such compounds are not classified as metallacycles, but the naming conventions are not rigidly followed. Within the area of coordination chemistry and supramolecular chemistry, examples include metallacrowns, metallacryptands, metall ...
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Organometallic Chemistry
Organometallic chemistry is the study of organometallic compounds, chemical compounds containing at least one chemical bond between a carbon atom of an organic molecule and a metal, including alkali, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and selenium, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide (Metal carbonyl, metal carbonyls), cyanide, or carbide, are generally considered to be organometallic as well. Some related compounds such as transition metal hydrides and metal phosphine complexes are often included in discussions of organometallic compounds, though strictly speaking, they are not necessarily organometallic. The related but distinct term "metalorganics, metalorganic compound" refers to metal-containing compounds lacking direct metal-carbon bonds but which contain organic ligands. Metal β-diketonates, alkoxides, dialkylamides, and metal p ...
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But-1-ene
1-Butene (IUPAC name: But-1-ene, also known as 1-butylene) is the organic compound with the formula CH3CH2CH=CH2. It is a colorless gas, but easily condensed to give a colorless liquid. It is classified as a linear alpha-olefin (terminal alkene). It is one of the isomers of butene (butylene). It is a precursor to diverse products. Reactions Polymerization of 1-butene gives polybutylene, which is used to make piping for domestic plumbing. Another application is as a comonomer in the production of certain kinds of polyethylene, such as linear low-density polyethylene (LLDPE). It has also been used as a precursor to polypropylene resins, butylene oxide, and butanone. Manufacturing 1-Butene is produced by separation from crude C4 refinery streams and by ethylene dimerization In organic chemistry, hydrovinylation is the formal insertion of an alkene into the C-H bond of ethylene (): : The more general reaction, hydroalkenylation, is the formal insertion of an alkene into the C-H b ...
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Metallacyclopentane
In organometallic chemistry, metallacyclopentanes are compounds with the formula LnM(CH2)4 (Ln = ligands, and M = metal). They are a type of metallacycle. Metallacyclopentanes are intermediates in some metal-catalysed reactions in homogeneous catalysis. Synthesis Traditionally, metallacyclopentanes are prepared by dialkylation of metal dihalides with 1,4‐bis(bromomagnesio)butane or the related dilithio reagent. The complex Ni(bipyridine)C4H8 is prepared by the oxidative addition of 1,4-dibromobutane to Ni(0) precursors. Metallacyclopentanes also arise via the dimerization of ethylene within the coordination sphere of a low-valence metal center. This reaction is relevant to the catalytic production of butenes and related alkenes. Structure Unsubstituted metallacyclopentanes adopt conformations related to cyclopentane itself: open-envelope conformation and a twisted open-envelope structure. Occurrence Early examples of metallacyclopentanes come from studies of the Ni-catalyzed l ...
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Chem
Chem may refer to: *Chemistry *Chemical * ''Chem'' (journal), a scientific journal published by Cell Press *Post apocalyptic slang for "drugs", medicinal or otherwise in the Fallout video game series. In Ancient Egyptian usage: * ''Khem'' (also spelt ''Chem''), the Egyptian word for "black" *Min (god), in the past erroneously named ''Khem'' CHEM may refer to : *A metabolic panel: for instance, CHEM-7, which is the basic metabolic panel * CHEM-DT, a Canadian television channel See also * Chemo (other) * Kem (other) *Kemi Kemi (; ; ; ) is a cities of Finland, town and municipalities of Finland, municipality of Finland. It is located approximately from the city of Tornio and the Finland–Sweden border, Swedish border. The distance to Oulu is to the south and t ...
, a place in Finland {{disambig ...
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Transition Metal Complex
A coordination complex is a chemical compound consisting of a central atom or ion, which is usually metallic and is called the ''coordination centre'', and a surrounding array of bound molecules or ions, that are in turn known as ''ligands'' or complexing agents. Many metal-containing compounds, especially those that include transition metals (elements like titanium that belong to the periodic table's d-block), are coordination complexes. Nomenclature and terminology Coordination complexes are so pervasive that their structures and reactions are described in many ways, sometimes confusingly. The atom within a ligand that is bonded to the central metal atom or ion is called the donor atom. In a typical complex, a metal ion is bonded to several donor atoms, which can be the same or different. A polydentate (multiple bonded) ligand is a molecule or ion that bonds to the central atom through several of the ligand's atoms; ligands with 2, 3, 4 or even 6 bonds to the central ato ...
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Metallacyclobenzene
The metallabenzenes are class of chemical compound of the form LnM(CH)5, or derivatives thereof. Most metallabenzenes do not feature the M(CH)5 ring itself, but, instead, some of the H atoms are replaced by other substituents. The parent metallabenzenes can be viewed as derivatives of benzene wherein a CH center has been replaced by a transition metal complex. Classification All known metallabenzenes are 18-electron rule, 18-electron complexes, and have been classified into three varieties. In modeling metallabenzenes, the parent acyclic hydrocarbon ligand is viewed as the anion C5H5−. Early computations suggested that the six π-electrons in the metallacycle conform to the Hückel rule, Hückel (4n+2) theory; however, interactions with an additional ''d'' orbital suggest that metallabenzenes may instead be an 8-π Möbius aromat. Specifically, if the ring is located in the xy plane with y measuring radial distance at the metal center, then the Hückel orbitals treat the ...
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Alkyne
\ce \ce Acetylene \ce \ce \ce Propyne \ce \ce \ce \ce 1-Butyne In organic chemistry, an alkyne is an unsaturated hydrocarbon containing at least one carbon—carbon triple bond. The simplest acyclic alkynes with only one triple bond and no other functional groups form a homologous series with the general chemical formula . Alkynes are traditionally known as acetylenes, although the name ''acetylene'' also refers specifically to , known formally as ethyne using IUPAC nomenclature. Like other hydrocarbons, alkynes are generally hydrophobic. Structure and bonding In acetylene, the H–C≡C bond angles are 180°. By virtue of this bond angle, alkynes are rod-like. Correspondingly, cyclic alkynes are rare. Benzyne cannot be isolated. The C≡C bond distance of 118 picometers (for C2H2) is much shorter than the C=C distance in alkenes (132 pm, for C2H4) or the C–C bond in alkanes (153 pm). : The triple bond is very strong with a bond strength of 839 kJ/mol. ...
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Alkene Metathesis
In organic chemistry, Olefin Metathesis or Alkene Metathesis is an organic reaction that entails the redistribution of fragments of alkenes (olefins) by the scission and regeneration of carbon-carbon double bonds. Because of the relative simplicity of olefin metathesis, it often creates fewer undesired by-products and hazardous wastes than alternative organic reactions. For their elucidation of the reaction mechanism and their discovery of a variety of highly active catalysts, Yves Chauvin, Robert H. Grubbs, and Richard R. Schrock were collectively awarded the 2005 Nobel Prize in Chemistry. Catalysts The reaction requires metal catalysts. Most commercially important processes employ heterogeneous catalysts. The heterogeneous catalysts are often prepared by in-situ activation of a metal halide (MClx) using organoaluminium or organotin compounds, e.g. combining MClx–EtAlCl2. A typical catalyst support is alumina. Commercial catalysts are often based on molybdenum and r ...
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