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Tendency to form oxides
Oxophilicity is the tendency of certain chemical compounds to form oxides by hydrolysis or abstraction of an oxygen atom from another molecule, often from
Oxophilicity
Chemical reaction removing oxygen atoms from a molecule
compounds. Degassing Preparation of stable carbenes Ocean deoxygenation Oxophilicity Sheldon, Roger A. (2014). "Green and sustainable manufacture of chemicals
Deoxygenation
Inorganic chemical compound
occasional use in organic synthesis, capitalizing on its Lewis acidity, its oxophilicity, and the electron-transfer properties of its reduced titanium halides
Titanium_tetrachloride
Titanium is characteristically oxophilic, which recommends the use of air-free techniques. On the other hand, high oxophilicity means that titanium alkyls
Organotitanium_chemistry
Chemical compound
centers. The chloride anions are not ligands, consistent with the high oxophilicity of Zr(IV). The salt crystallizes as tetragonal crystals. Zirconyl acetate
Zirconyl_chloride
Organic compounds of the form RC(=O)NR′R″
Bischler–Napieralski reaction Cyclic aryl imine POCl3, SOCl2, etc. Tautomeric chlorination Imidoyl chloride Oxophilic halogenating agents, e.g. COCl2 or SOCl2
Amide
Chemical theory about acids and bases
in accordance with the principle of least motion. Acid-base reaction Oxophilicity Jolly, W. L. (1984). Modern Inorganic Chemistry. New York: McGraw-Hill
HSAB_theory
Chemical reaction
the pinacolate, which yields the alkene, this second step exploits the oxophilicity of titanium. Several mechanisms have been discussed for this reaction
McMurry_reaction
Chemical compound
reaction is rapid and virtually irreversible, consistent with the high oxophilicity of zirconium(IV). For this reason, manipulations of ZrCl4 typically require
Zirconium(IV)_chloride
Inorganic compound of Iron
Reactions of anhydrous iron(III) chloride reflect its description as both oxophilic and a hard Lewis acid. Myriad manifestations of the oxophiliicty of iron(III)
Iron(III)_chloride
Reaction in polymer chemistry
is based on late-transition metal complexes, having generally lower oxophilicity, these complexes were demonstrated also to provide copolymerisation of
Chain_walking
Carbon compound
in water: CCl4 + 6 KOH → 4 KCl + K2CO3 + 3 H2O Carbon is sufficiently oxophilic that many compounds react to give phosgene: Reaction with hydrogen sulfide
Carbon_tetrachloride
Study of chemical compounds containing lanthanide-carbon bonds
unique characteristics and properties, such as large ionic radii and oxophilicity. They catalyze a variety of reactions, for instance: hydroamination hydroalkoxylation
Organolanthanide_chemistry
Organic compounds with a carbon-carbon-oxygen ring
cleaves the ring to β-lithioalkoxides. Epoxides can be deoxygenated using oxophilic reagents, with loss or retention of configuration. The combination of
Epoxide
UiO series of metal-organic frameworks
thermal and chemical stability of this class is due to, in part, the high oxophilicity of the zirconium making the Zr-O bond robust and the hardness of both
UiO_MOFs
Chemical compound
under vacuum and slightly soluble in nonpolar solvents. The compound is oxophilic and is highly reactive toward Lewis bases. When the same reduction is
Tungsten(V)_chloride
Chemical compound
the Wittig reagent, the reactivity appears to be driven by the high oxophilicity of Ti(IV). The Schrock carbene (1) reacts with carbonyl compounds (2)
Tebbe's_reagent
Chemical compound
No redox occurs in this process. An alternative route highlights the oxophilicity of tungsten: WCl6 + 2 ((CH3)3Si)2O → 3 WO2Cl2 + 4 (CH3)3SiCl This reaction
Tungsten_dichloride_dioxide
Chemical compound
H. F.; Liu, Zhaohui; Li, Qian-Shu; Xie, Yaoming (2008-04-15). "The oxophilicity of vanadium in unsaturated homoleptic binuclear vanadium carbonyl structures"
Trimesitylvanadium
Chemical compound
combination of silver perchlorate and Lawesson's reagent is able to act as an oxophilic Lewis acid with the ability to catalyze the Diels–Alder reaction of dienes
Lawesson's_reagent
Class of chemical compounds
group of carboxylic acids can be converted to fluoride using various oxophilic reagents. Aromatic (as well as aliphatic) acyl fluorides can be prepared
Acyl_fluorides
Chemical reaction
alkyne activation mode into a single reaction system. Generally, a hard, oxophilic metal (K, Na, Ag) activates the enolate oxygen, while a soft, carbophilic
Conia-ene_reaction
Chemical compound
Tomas; Herrmann, Wolfgang A.; Ashworth, Terence V. (1986). "Chemistry of oxophilic transition metals. 2. Novel derivatives of titanocene and zirconocene"
Titanocene_dichloride
Type of fuel cell
ameliorate this problem. In the case of platinum-ruthenium catalysts, the oxophilic nature of ruthenium is believed to promote the formation of hydroxyl radicals
Direct_methanol_fuel_cell
Coordination complex containing an oxo ligand
lanthanum). Metal-ligand multiple bond Oxide Polyoxometalate Metallate Oxophilic Dioxygen complex Nugent, W. A.; Mayer, J. M. (1988). Metal–Ligand Multiple
Transition_metal_oxo_complex
Chemical compound
radius of intermediate range (Al < Ti < Hf < Zr < Sc < Ln) and has an oxophilic hard character typical of group IV metals. This solid is a stronger Lewis
Hafnium trifluoromethanesulfonate
Hafnium_trifluoromethanesulfonate
Chemical reaction; acid hydrolysis of a nitroalkane salt to a ketone
nitronate tautomer at the double bond to form a carbonyl and nitrate. Oxophilic reductants, such as titanium salts, will reduce the nitronate to a
Nef_reaction
Use of metal-based Lewis acids to catalyze organic reactions
BINOL (1,1'-binaphthyl-2,2'-diol) is usually used in conjunction with oxophilic Lewis acidic metals such as aluminum, titanium, zirconium, and various
Lewis_acid_catalysis
Science of specific organometallic compounds
aldehydes. This preference for direct addition is attributed to the oxophilicity of the cerium reagent, which activates the carbonyl for nucleophilic
Organocerium_chemistry
exception being when carbonyl and enone acceptors are used, due to the high oxophilicity of aluminium). In most cases, nucleophilic activation of organoalanes
Alkenylaluminium_compounds
Catalyst for the industrial production of plastics
copolymerization of ethylene with polar monomers has been heavily studied. The high oxophilicity of the early metals precluded their use in this application. Late metal
Post-metallocene_catalyst
Study of compounds containing gold–carbon bonds
potential of Au(I)), 2) tolerance towards adventitious moisture (due its low oxophilicity), and 3) relatively low toxicity compared to other pi-acids (e.g., Pt(II)
Organogold_chemistry
or Z vinyl ethers, which selective for E-vinyl ethers. The zirconium's oxophilic nature allows elimination alkoxy group at the β position to form intermediate
Vinyl_iodide_functional_group
Chemical compounds with at least one niobium atom
especially in the +5 and +4 oxidation states. Its chemistry is strongly oxophilic, and Nb(V) behaves as a hard Lewis acid with a strong affinity for oxygen-
Niobium_compounds
Chemical reaction
(enolates resulting from the addition of cuprates are often unreactive). Oxophilic electrophiles should be avoided, if C-alkylation is desired. Electrophiles
Vicinal_difunctionalization
Preferential outcome of a chemical reaction
direct reactivity. A famous example is the Luche Reduction, where an oxophilic metal makes the carbonyl of a conjugated ketone more reactive and directs
Chemoselectivity
Class of chemical compounds
corresponding oxides. Regenerating the tertiary phosphines requires strongly oxophilic reagents, and can retain or invert chirality at P, depending on the reductant
Phosphine_oxides
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