Hydrometalation (hydrometallation) is a type of chemical reaction in organometallic chemistry in which a chemical compound with a hydrogen to metal bond (M-H, metal hydride) adds to compounds with an unsaturated bond like an alkene (RC=CR) forming a new compound with a carbon to metal bond (RHC-CRM). [1] The metal is less electronegative than hydrogen, the reverse reaction is beta-hydride elimination. The reaction is structurally related to carbometalation. When the substrate is an alkyne the reaction product is a vinylorganometallic.
A chemical reaction is a process that leads to the chemical transformation of one set of chemical substances to another. Classically, chemical reactions encompass changes that only involve the positions of electrons in the forming and breaking of chemical bonds between atoms, with no change to the nuclei, and can often be described by a chemical equation. Nuclear chemistry is a sub-discipline of chemistry that involves the chemical reactions of unstable and radioactive elements where both electronic and nuclear changes can occur.
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 alkaline, alkaline earth, and transition metals, and sometimes broadened to include metalloids like boron, silicon, and tin, as well. Aside from bonds to organyl fragments or molecules, bonds to 'inorganic' carbon, like carbon monoxide, 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 "metalorganic compound" refers to metal-containing compounds lacking direct metal-carbon bonds but which contain organic ligands. Metal β-diketonates, alkoxides, dialkylamides, and metal phosphine complexes are representative members of this class. The field of organometallic chemistry combines aspects of traditional inorganic and organic chemistry.
A chemical compound is a chemical substance composed of many identical molecules composed of atoms from more than one element held together by chemical bonds. A chemical element bonded to an identical chemical element is not a chemical compound since only one element, not two different elements, is involved.
Examples are hydroboration, hydroalumination, hydrosilylation and hydrozirconation.
In chemistry, hydroboration refers to the addition of a hydrogen-boron bond to C-C, C-N, and C-O double bonds, as well as C-C triple bonds. This chemical reaction is useful in the organic synthesis of organic compounds. The development of this technology and the underlying concepts were recognized by the Nobel Prize in Chemistry to Herbert C. Brown. He shared the Nobel prize in chemistry with Georg Wittig in 1979 for his pioneering research on organoboranes as important synthetic intermediates.
Hydrosilylation, also called catalytic hydrosilation, describes the addition of Si-H bonds across unsaturated bonds. Ordinarily the reaction is conducted catalytically and usually the substrates are unsaturated organic compounds. Alkenes and alkynes give alkyl and vinyl silanes; aldehydes and ketones give silyl ethers. The process was first reported in academic literature in 1947. Hydrosilylation has been called the "most important application of platinum in homogeneous catalysis."
Inorganic chemistry deals with the synthesis and behavior of inorganic and organometallic compounds. This field covers all chemical compounds except the myriad organic compounds, which are the subjects of organic chemistry. The distinction between the two disciplines is far from absolute, as there is much overlap in the subdiscipline of organometallic chemistry. It has applications in every aspect of the chemical industry, including catalysis, materials science, pigments, surfactants, coatings, medications, fuels, and agriculture.
In chemistry, a hydride is the anion of hydrogen, H−, or, more commonly, it is a compound in which one or more hydrogen centres have nucleophilic, reducing, or basic properties in it. In compounds that are regarded as hydrides, the hydrogen atom is bonded to a more electropositive element or groups. Compounds containing hydrogen bonded to metals or metalloid may also be referred to as hydrides. Common examples are ammonia (NH3), methane (CH4), ethane (C2H6) (or any other hydrocarbon), and Nickel hydride (NiH), used in NiMH rechargeable batteries.
Silane is an inorganic compound with chemical formula, SiH4, making it a group 14 hydride. It is a colourless, pyrophoric gas with a sharp, repulsive smell, somewhat similar to that of acetic acid. Silane is of practical interest as a precursor to elemental silicon.
Oxidative addition and reductive elimination are two important and related classes of reactions in organometallic chemistry. Oxidative addition is a process that increases both the oxidation state and coordination number of a metal centre. Oxidative addition is often a step in catalytic cycles, in conjunction with its reverse reaction, reductive elimination.
In chemistry, a superbase is an extremely basic compound or caustic substance that has a high affinity for protons. The hydroxide ion is the strongest base possible in aqueous solutions, but bases that exist with much greater strengths than the bases that could exist in aqueous solutions are possible. Such bases are valuable in organic synthesis and are fundamental to physical organic chemistry. Superbases have been described and used since the 1850s. Reactions involving superbases often require special techniques since they are destroyed by water and atmospheric carbon dioxide as well as oxygen. Inert atmosphere techniques and low temperatures minimize these side reactions.
Borderline hydrides typically refer to hydrides formed of hydrogen and elements of the periodic table in group 11 and group 12 and indium (In) and thallium (Tl). These compounds have properties intermediate between covalent hydrides and saline hydrides. Hydrides are chemical compounds that contain a metal and hydrogen acting as a negative ion.
Organogermanium compounds are organometallic compounds containing a carbon to germanium or hydrogen to germanium chemical bond. Organogermanium chemistry is the corresponding chemical science. Germanium shares group 14 in the periodic table with silicon, tin and lead, and not surprisingly the chemistry of organogermanium is in between that of organosilicon compounds and organotin compounds.
Dicobalt octacarbonyl is the organometallic compound with composition Co2(CO)8. This metal carbonyl is used as a reagent and catalyst in organometallic chemistry and organic synthesis, and is central to much known organocobalt chemistry. It is the precursor to a hydroformylation catalyst, cobalt tetracarbonyl hydride. Each molecule consists of two cobalt atoms bound to eight carbon monoxide ligands, though multiple distinct structural arrangements are known. Some of the carbonyl ligands are highly labile. The compound is highly reactive towards alkynes, and is sometimes used as an alkyne protecting group. As the cobalt-alkyne complex, it plays a role in promoting both the Nicholas reaction and the Pauson–Khand reaction.
A migratory insertion is a type of reaction in organometallic chemistry wherein two ligands on a metal complex combine. It is a subset of reactions that very closely resembles the insertion reactions, and both are differentiated by the mechanism that leads to the resulting stereochemistry of the products. However, often the two are used interchangeably because the mechanism is sometimes unknown. Therefore, migratory insertion reactions or insertion reactions, for short, are defined not by the mechanism but by the overall regiochemistry wherein one chemical entity interposes itself into an existing bond of typically a second chemical entity e.g.:
Transition metal hydrides are chemical compounds containing a transition metal bonded to hydrogen. Most transition metals form hydride complexes and some are significant in various catalytic and synthetic reactions. The term "hydride" is used loosely: some so-called hydrides are acidic (e.g., H2Fe(CO)4), whereas some others are hydridic, having H−-like character (e.g., ZnH2).
Magnesium hydride is the chemical compound with the molecular formula MgH2. It contains 7.66% by weight of hydrogen and has been studied as a potential hydrogen storage medium.
Zinc hydride is an inorganic compound with the chemical formula ZnH2. It is a white, odourless solid which slowly decomposes into its elements at room temperature; despite this it is the most stable of the binary first row transition metal hydrides. A variety of coordination compounds containing Zn-H bonds are used as reducing agents, however ZnH2 itself has no common applications.
Polonium hydride (also known as polonium dihydride, hydrogen polonide, or polane) is a chemical compound with the formula PoH2. It is a liquid at room temperature, the second hydrogen chalcogenide with this property after water. It is very unstable chemically and tends to decompose into elemental polonium and hydrogen; like all polonium compounds, it is highly radioactive. It is a volatile and very labile compound, from which many polonides can be derived.
Organorhodium chemistry is the chemistry of organometallic compounds containing a rhodium-carbon chemical bond, and the study of rhodium and rhodium compounds as catalysts in organic reactions.
Cobalt tetracarbonyl hydride is an organometallic compound with the formula HCo(CO)4. It is a volatile, yellow liquid that forms a colorless vapor and has an intolerable odor. The compound readily decomposes upon melt and in absentia of high CO partial pressures forms Co2(CO)8. Despite operational challenges associated with its handling, the compound has received considerable attention for its ability to function as a catalyst in hydroformylation. In this respect, HCo(CO)4 and related derivatives have received significant academic interest for their ability to mediate a variety of carbonylation (introduction of CO into inorganic compounds) reactions.
Pentacarbonylhydridomanganese is an organometallic compound with formula HMn(CO)5. This compound is one of the most stable "first-row" transition metal hydrides.
Indium trihydride is an inorganic compound with the chemical formula n. It is a covalent network solid, and as such, it is insoluble in all solvents. Moreover, it is unstable at standard temperature and pressure. It is a group 13 hydride.
Transition metal alkyl complexes are coordination complexes that contain a bond between a transition metal and an alkyl ligand. Such complexes are not only pervasive but are of practical and theoretical interest.
Germanium(II) hydrides, also called germylene hydrides, are a class of Group 14 compounds consisting of low-valent germanium and a terminal hydride. They are also typically stabilized by an electron donor-acceptor interaction between the germanium atom and a large, bulky ligand.