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Niobocene Dichloride
Niobocene dichloride is the organometallic compound with the formula (C5H5)2NbCl2, abbreviated Cp2NbCl2. This paramagnetic brown solid is a starting reagent for the synthesis of other organoniobium compounds. The compound adopts a pseudotetrahedral structure with two cyclopentadienyl and two chloride substituents attached to the metal. A variety of similar compounds are known, including Cp2TiCl2. Preparation and structure It was originally reported by Geoffrey Wilkinson. It is prepared via a multistep reaction beginning with treatment of niobium pentachloride with cyclopentadienylsodium: :NbCl5 + 6 NaC5H5 → 5 NaCl + (C5H5)4Nb + organic products :(C5H5)4Nb + 2 HCl + 0.5 O2 → 2O.html" ;"title="sub>2O">sub>2Ol2 + 2 C5H6 :2 HCl + 2O.html" ;"title="sub>2O">sub>2Ol2 + SnCl2 → 2 (C5H5)2NbCl2 + SnCl4 + H2O The compound adopts a "clamshell" structure characteristic of a bent metallocene where the Cp rings are not parallel, the average Cp(centroi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chlorocarbon
An organochloride, organochlorine compound, chlorocarbon, or chlorinated hydrocarbon is an organic compound containing at least one covalently bonded atom of chlorine. The chloroalkane class ( alkanes with one or more hydrogens substituted by chlorine) provides common examples. The wide structural variety and divergent chemical properties of organochlorides lead to a broad range of names, applications, and properties. Organochlorine compounds have wide use in many applications, though some are of profound environmental concern, with TCDD being one of the most notorious. Physical and chemical properties Chlorination modifies the physical properties of hydrocarbons in several ways. These compounds are typically denser than water due to the higher atomic weight of chlorine versus hydrogen. Aliphatic organochlorides are often alkylating agents as chlorine can act as a leaving group, which can result in cellular damage. Natural occurrence Many organochlorine compounds have been isola ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bent Metallocene
In organometallic chemistry, bent metallocenes are a subset of metallocenes. In bent metallocenes, the ring systems coordinated to the metal are not parallel, but are tilted at an angle. A common example of a bent metallocene is Cp2TiCl2. Several reagents and much research is based on bent metallocenes. Synthesis Like regular metallocenes, bent metallocenes are synthesized by a variety of methods but most typically by reaction of sodium cyclopentadienide with the metal halide. This method applies to the synthesis of the bent metallocene dihalides of titanium, zirconium, hafnium, and vanadium: :2 NaC5H5 + TiCl4 → (C5H5)2TiCl2 + 2 NaCl In the earliest work in this area, Grignard reagents were used to deprotonate the cyclopentadiene. Niobocene dichloride, featuring Nb(IV), is prepared via a multistep reaction that begins with a Nb(V) precursor: :NbCl5 + 6 NaC5H5 → 5 NaCl + (C5H5)4Nb + organic products :(C5H5)4Nb + 2 HCl + 0.5 O2) → 2O">sub>2Ol2 + 2 C ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopentadienyl Complexes
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Cyclopentadienyl can refer to *Cyclopentadienyl anion, or cyclopentadienide, **Cyclopentadienyl ligand *Cyclopentadienyl radical, • *Cyclopentadienyl cation, See also *Pentadienyl In organic chemistry, pentadienyl refers to the organic radical, anion, or cation with the formula , where ''z'' = 0, −1, +1, respectively. Organometallic chemistry In organometallic chemistry, the pentadienyl anion is a ligand, the acyclic ana ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Metallocenes
A metallocene is a compound typically consisting of two cyclopentadienyl anions (, abbreviated Cp) bound to a metal center (M) in the oxidation state II, with the resulting general formula Closely related to the metallocenes are the metallocene derivatives, e.g. titanocene dichloride, vanadocene dichloride. Certain metallocenes and their derivatives exhibit catalytic properties, although metallocenes are rarely used industrially. Cationic group 4 metallocene derivatives related to p2ZrCH3sup>+ catalyze olefin polymerization. Some metallocenes consist of metal plus two cyclooctatetraenide anions (, abbreviated cot2−), namely the lanthanocenes and the actinocenes (uranocene and others). Metallocenes are a subset of a broader class of compounds called sandwich compounds. In the structure shown at right, the two pentagons are the cyclopentadienyl anions with circles inside them indicating they are aromatically stabilized. Here they are shown in a staggered conformation. Hist ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Metal Halides
Metal halides are compounds between metals and halogens. Some, such as sodium chloride are ionic, while others are covalently bonded. A few metal halides are discrete molecules, such as uranium hexafluoride, but most adopt polymeric structures, such as palladium chloride. File:NaCl polyhedra.png, Sodium chloride crystal structure File:Uranium-hexafluoride-unit-cell-3D-balls.png, Discrete UF6 molecules File:Alpha-palladium(II)-chloride-xtal-3D-balls.png, Infinite chains of one form of palladium chloride Preparation The halogens can all react with metals to form metal halides according to the following equation: :2M + nX2 → 2MXn where M is the metal, X is the halogen, and MXn is the metal halide. In practice, this type of reaction may be very exothermic, hence impractical as a preparative technique. Additionally, many transition metals can adopt multiple oxidation states, which complicates matters. As the halogens are strong oxidizers, direct combination of the elements usua ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Titanocene Dichloride
Titanocene dichloride is the organotitanium compound with the formula ( ''η''5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. This metallocene is a common reagent in organometallic and organic synthesis. It exists as a bright red solid that slowly hydrolyzes in air. It shows antitumour activity and was the first non-platinum complex to undergo clinical trials as a chemotherapy drug. Preparation and structure The standard preparations of Cp2TiCl2 start with titanium tetrachloride. The original synthesis by Wilkinson and Birmingham, using sodium cyclopentadienide, is still commonly used: :2 NaC5H5 + TiCl4 → (C5H5)2TiCl2 + 2 NaCl It can also be prepared by using freshly distilled cyclopentadiene rather than its sodium derivative: :2 C5H6 + TiCl4 → (C5H5)2TiCl2 + 2 HCl Focusing on the geometry of the Ti center, Cp2TiCl2 adopts a distorted tetrahedral geometry (counting Cp as a monodentate ligand). The Ti-Cl distance is 2.37 Å and the Cl-Ti-Cl angle is 9 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
HOMO/LUMO
In chemistry, HOMO and LUMO are types of molecular orbitals. The acronyms stand for ''highest occupied molecular orbital'' and ''lowest unoccupied molecular orbital'', respectively. HOMO and LUMO are sometimes collectively called the ''frontier orbitals'', such as in the frontier molecular orbital theory. Gap The energy difference between the HOMO and LUMO is ''the HOMO–LUMO gap''. Its size can be used to predict the strength and stability of transition metal complexes, as well as the colors they produce in solution.Griffith, J. S. and L. E. Orgel"Ligand Field Theory" ''Q. Rev. Chem. Soc.'' 1957, 11, 381–383. As a rule of thumb, the larger a compound's HOMO-LUMO gap, the more stable the compound. Semiconductors The HOMO level is to organic semiconductors roughly what the maximum valence band is to inorganic semiconductors and quantum dots. The same analogy can be made between the LUMO level and the conduction band minimum.Bredas, J,-L"Mind the gap!" ''Mater. Horiz.'' 201 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Molybdocene Dichloride
Molybdocene dichloride is the organomolybdenum compound with the formula ( η5-C5H5)2MoCl2 and IUPAC name dichlorobis(η5-cyclopentadienyl)molybdenum(IV), and is commonly abbreviated as Cp2MoCl2. It is a brownish-green air- and moisture-sensitive powder. In the research laboratory, it is used to prepare many derivatives. Preparation and structure The compound is prepared from molybdocene dihydride by treatment with chloroform: :(C5H5)2MoH2 + 2 CHCl3 → (C5H5)2MoCl2 + 2 CH2Cl2 The compound adopts a "clamshell" structure where the Cp rings are not parallel, the average Cp(centroid)-M-Cp angle being 130.6°. The two chloride ligands are cis, the Cl-Mo-Cl angle of 82° being narrower than in niobocene dichloride (85.6°), which in turn is less than in zirconacene dichloride Zirconocene dichloride is an organozirconium compound composed of a zirconium central atom, with two cyclopentadienyl and two chloro ligands. It is a colourless diamagnetic solid that is somewhat stable in air ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Zirconacene Dichloride
Zirconocene dichloride is an organozirconium compound composed of a zirconium central atom, with two cyclopentadienyl and two chloro ligands. It is a colourless diamagnetic solid that is somewhat stable in air. Preparation and structure Zirconocene dichloride may be prepared from zirconium(IV) chloride-THF complex and sodium cyclopentadienide: :ZrCl4(THF)2 + 2 NaCp → Cp2ZrCl2 + 2 NaCl + 2 THF The closely related compound Cp2ZrBr2 was first described by Birmingham and Wilkinson. The compound is a bent metallocene: the Cp rings are not parallel, the average Cp(centroid)-M-Cp angle being 128°. The Cl-Zr-Cl angle of 97.1° is wider than in niobocene dichloride (85.6°) and molybdocene dichloride (82°). This trend helped to establish the orientation of the HOMO in this class of complex. Reactions Schwartz's reagent Zirconocene dichloride reacts with lithium aluminium hydride to give Cp2ZrHCl Schwartz's reagent: :(C5H5)2ZrCl2 + 1/4 LiAlH4 → (C5H5)2ZrHCl + 1/4 LiAlCl4 Sin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyclopentadiene
Cyclopentadiene is an organic compound with the chemical formula, formula C5H6.LeRoy H. Scharpen and Victor W. Laurie (1965): "Structure of cyclopentadiene". ''The Journal of Chemical Physics'', volume 43, issue 8, pages 2765-2766. It is often abbreviated CpH because the cyclopentadienyl anion is abbreviated Cp−. This colorless liquid has a strong and unpleasant odor. At room temperature, this cyclic diene dimer (chemistry), dimerizes over the course of hours to give dicyclopentadiene via a Diels–Alder reaction. This dimer can be retro-Diels–Alder reaction, restored by heating to give the monomer. The compound is mainly used for the production of cyclopentene and its derivatives. It is popularly used as a precursor to the cyclopentadienyl anion (Cp−), an important ligand in cyclopentadienyl complexes in organometallic chemistry. Production and reactions Cyclopentadiene production is usually not distinguished from dicyclopentadiene since they interconvert. They ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Titanocene Dichloride
Titanocene dichloride is the organotitanium compound with the formula ( ''η''5-C5H5)2TiCl2, commonly abbreviated as Cp2TiCl2. This metallocene is a common reagent in organometallic and organic synthesis. It exists as a bright red solid that slowly hydrolyzes in air. It shows antitumour activity and was the first non-platinum complex to undergo clinical trials as a chemotherapy drug. Preparation and structure The standard preparations of Cp2TiCl2 start with titanium tetrachloride. The original synthesis by Wilkinson and Birmingham, using sodium cyclopentadienide, is still commonly used: :2 NaC5H5 + TiCl4 → (C5H5)2TiCl2 + 2 NaCl It can also be prepared by using freshly distilled cyclopentadiene rather than its sodium derivative: :2 C5H6 + TiCl4 → (C5H5)2TiCl2 + 2 HCl Focusing on the geometry of the Ti center, Cp2TiCl2 adopts a distorted tetrahedral geometry (counting Cp as a monodentate ligand). The Ti-Cl distance is 2.37 Å and the Cl-Ti-Cl angle is 9 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
