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POCOP
POCOP is a type of pincer ligand. Pincer type ligands are tridentate ligands that bind three sites on one plane of a metal complex. POCOP forms complexes with one M-C(aryl) bond and two phosphinite ligands. The term POCOP is used both for the ligand, with formula C6H4(OPPh2)2, and its complexes, with formula C6H3(OPPh2)2]− (Ph = phenyl, C6H5) Synthesis and structure Interest in POCOP arises from its easy synthesis, which accommodates many substituents on phosphorus and results in higher yields than other PCP analogues. The parent POCOP ligand is prepared by treating resorcinol with chlorodiphenylphosphine: :C6H4(OH)2 + 2 ClPPh2 → C6H4(OPPh2)2 + 2 HCl Related ligands can be prepared from chlorodiisopropylphosphine. Representative complexes are of the type Ni(POCOP)X (X = halide, alkyl, thiolate). The halides arise by direct reaction of the ligand and a nickel halide and offer a relatively cheap, nontoxic and readily available option of the ligand for various appl ...
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Chlorodiisopropylphosphine
Chlorodiisopropylphosphine is an organophosphorus compound with the formula CH3)2CHsub>2PCl. It is a colorless liquid that reacts with water and oxygen. The compound is used to prepare tertiary phosphines and phosphinite ligands. Synthesis and reactions The compound is prepared by treating phosphorus trichloride with the Grignard reagent isopropylmagnesium chloride: :PCl3 + 2 (CH3)2CHMgCl → CH3)2CHsub>2PCl + 2 MgCl2 Relative to the reaction of less hindered Grignard reagents with PCl3, this reaction affords a superior yield of the monochloro derivative. Chlorodiisopropylphosphine reacts with Grignard reagents and organolithium compounds to give phosphines: : CH3)2CHsub>2PCl + RM → CH3)2CHsub>2PR + MCl Chlorodiisopropylphosphine reacts with alcohols and phenols to give phosphinites, this reaction typically is conducted in the presence of a base: : CH3)2CHsub>2PCl + ROH → CH3)2CHsub>2POR + HCl Phosphinite In organic chemistry, phosphinit ...
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Pincer Ligand
In chemistry, a transition metal pincer complex is a type of coordination complex with a pincer ligand. Pincer ligands are chelating agents that binds tightly to three adjacent coplanar sites in a meridional configuration. The inflexibility of the pincer-metal interaction confers high thermal stability to the resulting complexes. This stability is in part ascribed to the constrained geometry of the pincer, which inhibits cyclometallation of the organic substituents on the donor sites at each end. In the absence of this effect, cyclometallation is often a significant deactivation process for complexes, in particular limiting their ability to effect C-H bond activation. The organic substituents also define a hydrophobic pocket around the reactive coordination site. Stoichiometric and catalytic applications of pincer complexes have been studied at an accelerating pace since the mid-1970s. Most pincer ligands contain phosphines.Jensen, C. M., "Iridium PCP pincer complexes: ...
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Aryl
In organic chemistry, an aryl is any functional group or substituent derived from an aromatic ring, usually an aromatic hydrocarbon, such as phenyl and naphthyl. "Aryl" is used for the sake of abbreviation or generalization, and "Ar" is used as a placeholder for the aryl group in chemical structure diagrams, analogous to “R” used for any organic substituent. “Ar” is not to be confused with the elemental symbol for argon. A simple aryl group is phenyl (), a group derived from benzene. Examples of other aryl groups consist of: * The tolyl group () which is derived from toluene (methylbenzene) * The xylyl group (), which is derived from xylene (dimethylbenzene) * The naphthyl group (), which is derived from naphthalene Arylation is the process in which an aryl group is attached to a substituent. It is typically achieved by cross-coupling reactions. Nomenclature The most basic aryl group is phenyl, which is made up of a benzene ring with one hydrogen atom substitu ...
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Phosphinite
In organic chemistry, phosphinites are organophosphorus compounds with the formula . They are used as ligands in homogeneous catalysis and coordination chemistry. Preparation Phosphinites are prepared by alcoholysis of organophosphinous chlorides. For example, treatment of chlorodiphenylphosphine with methanol and base gives methyl diphenylphosphinite: :ClPPh2 + CH3OH → CH3OPPh2 + HCl Although they are esters of phosphinous acids (R2POH), phosphinites are not made via such intermediates. Reactions Oxidation of phosphinites gives phosphinates: :2 P(OR)R2 + O2 → 2 OP(OR)R2 Phosphinites are ligands, giving derivatives similar to metal phosphine complexes. They are stronger pi-acceptors than typical phosphine ligands. References See also *Phosphine - PR3 *Phosphine oxide - OPR3 *Phosphonite - P(OR)2R *Phosphite - P(OR)3 *Phosphinate - OP(OR)R2 *Phosphonate - OP(OR)2R *Phosphate In chemistry, a phosphate is an anion, salt, functional group or ester derived from a ...
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Phenyl
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula C6 H5, and is often represented by the symbol Ph. Phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydrogen, which may be replaced by some other element or compound to serve as a functional group. Phenyl group has six carbon atoms bonded together in a hexagonal planar ring, five of which are bonded to individual hydrogen atoms, with the remaining carbon bonded to a substituent. Phenyl groups are commonplace in organic chemistry. Although often depicted with alternating double and single bonds, phenyl group is chemically aromatic and has equal bond lengths between carbon atoms in the ring. Nomenclature Usually, a "phenyl group" is synonymous with C6H5− and is represented by the symbol Ph or, archaically, Φ. Benzene is sometimes denoted as PhH. Phenyl groups are generally attached to other atoms or groups. For example, triphenylmethane ...
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Resorcinol
Resorcinol (or resorcin) is an organic compound with the formula C6H4(OH)2. It is one of three isomeric benzenediols, the 1,3-isomer (or '' meta''-isomer). Resorcinol crystallizes from benzene as colorless needles that are readily soluble in water, alcohol, and ether, but insoluble in chloroform and carbon disulfide. Production Resorcinol is produced in several steps from benzene, starting with dialkylation with propylene to give 1,3-diisopropylbenzene. Oxidation and Hock rearrangement of this disubstituted arene gives acetone and resorcinol. Resorcinol is an expensive chemical, produced in only a very few locations around the world (to date only four commercial plants are known to be operative: in the United States, Germany,China and Japan), and as such it is the determining factor in the cost of PRF adhesives. Many additional routes exist for resorcinol. It was formerly produced by disulfonation of benzene followed by hydrolysis of the 1,3-disulfonate. This method ...
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Chlorodiphenylphosphine
Chlorodiphenylphosphine is an organophosphorus compound with the formula (C6H5)2PCl, abbreviated Ph2PCl. It is a colourless oily liquid with a pungent odor that is often described as being garlic-like and detectable even in the ppb range. It is useful reagent for introducing the Ph2P group into molecules, which includes many ligands.Quin, L. D. ''A Guide to Organophosphorus Chemistry''; Wiley IEEE: New York, 2000; pp 44-69. Like other halophosphines, Ph2PCl is reactive with many nucleophiles such as water and easily oxidized even by air. Synthesis and reactions Chlorodiphenylphosphine is produced on a commercial scale from benzene and phosphorus trichloride (PCl3). Benzene reacts with phosphorus trichloride at extreme temperatures around 600 °C to give dichlorophenylphosphine (PhPCl2) and HCl. Redistribution of PhPCl2 in the gas phase at high temperatures results in chlorodiphenylphosphine. :2PhPCl2 → Ph2PCl + PCl3 Alternatively such compounds are prepared by redistrib ...
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Ni(POCOP)X Image
NI or Ni may refer to: Arts and entertainment * Ni, or Nishada, the seventh note of the Indian musical scale in raga * '' New Internationalist'', a magazine * Knights Who Say "Ni!", characters from the film ''Monty Python and the Holy Grail'' Businesses * National Instruments, a U.S. producer of automated test equipment and virtual instrumentation software * National Insurance, a system of taxes and related social security benefits in the United Kingdom * Native Instruments, a music software production company * News International, a British newspaper publisher * Portugália airline (IATA code NI) Language * Ni (letter), or Nu, a letter in the Greek alphabet: uppercase Ν, lowercase ν * Ni (kana), romanisation of the Japanese kana に and ニ * Ni (cuneiform), a sign in cuneiform writing Names * Ni (surname) (倪), a Chinese surname * Ní, a surname prefix from the shortened form of the Irish word for a daughter * Ni, female prefix to some Balinese names Places * Ni R ...
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Hydrosilylation
Hydrosilylation, also called catalytic hydrosilation, describes the addition of Si-H bonds across unsaturated bonds."Hydrosilylation A Comprehensive Review on Recent Advances" B. Marciniec (ed.), Advances in Silicon Science, Springer Science, 2009. 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. Hydrosilylation has been called the "most important application of platinum in homogeneous catalysis." Scope and mechanism Hydrosilylation of alkenes represents a commercially important method for preparing organosilicon compounds. The process is mechanistically similar to the hydrogenation of alkenes. In fact, similar catalysts are sometimes employed for the two catalytic processes. The prevalent mechanism, called the Chalk-Harrod mechanism, assumes an intermediate metal complex that contains a hydride, a silyl ligand (R3Si), and ...
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Ethylene
Ethylene ( IUPAC name: ethene) is a hydrocarbon which has the formula or . It is a colourless, flammable gas with a faint "sweet and musky" odour when pure. It is the simplest alkene (a hydrocarbon with carbon-carbon double bonds). Ethylene is widely used in the chemical industry, and its worldwide production (over 150 million tonnes in 2016) exceeds that of any other organic compound. Much of this production goes toward polyethylene, a widely used plastic containing polymer chains of ethylene units in various chain lengths. Ethylene is also an important natural plant hormone and is used in agriculture to force the ripening of fruits. The hydrate of ethylene is ethanol. Structure and properties This hydrocarbon has four hydrogen atoms bound to a pair of carbon atoms that are connected by a double bond. All six atoms that comprise ethylene are coplanar. The H-C-H angle is 117.4°, close to the 120° for ideal sp² hybridized carbon. The molecule is also relatively weak: ...
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