405-64-1Relevant articles and documents
Room temperature iron catalyzed transfer hydrogenation usingn-butanol and poly(methylhydrosiloxane)
Coles, Nathan T.,Linford-Wood, Thomas G.,Webster, Ruth L.
supporting information, p. 2703 - 2709 (2021/04/21)
Reduction of carbon-carbon double bonds is reported using a three-coordinate iron(ii) β-diketiminate pre-catalyst. The reaction is believed to proceedviaa formal transfer hydrogenation using poly(methylhydrosiloxane), PMHS, as the hydride donor and a bio-alcohol as the proton source. The reaction proceeds well usingn-butanol and ethanol, withn-butanol being used for substrate scoping studies. Allyl arene substrates, styrenes and aliphatic substrates all undergo reduction at room temperature. Unfortunately, clean transfer of a deuterium atom usingd-alcohol does not take place, indicating a complex catalytic mechanism. However, changing the deuterium source tod-aniline gives close to complete regioselectivity for mono-deuteration of the terminal position of the double bond. Finally, we demonstrate that efficient dehydrocoupling of alcohol and PMHS can be undertaken using the same pre-catalyst, giving high yields of H2within 30 minutes at room temperature.
Catalytic constructive deoxygenation of lignin-derived phenols: New C-C bond formation processes from imidazole-sulfonates and ether cleavage reactions
Leckie, Stuart M.,Harkness, Gavin J.,Clarke, Matthew L.
supporting information, p. 11511 - 11513 (2015/05/27)
As part of a programme aimed at exploiting lignin as a chemical feedstock for less oxygenated fine chemicals, several catalytic C-C bond forming reactions utilising guaiacol imidazole sulfonate are demonstrated. These include the cross-coupling of a Grignard, a non-toxic cyanide source, a benzoxazole, and nitromethane. A modified Meyers reaction is used to accomplish a second constructive deoxygenation on a benzoxazole functionalised anisole.
IRON BISPHENOLATE COMPLEXES AND METHODS OF USE AND SYNTHESIS THEREOF
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Paragraph 00187-00191, (2013/04/25)
The present application, relates to iron bisphenolate complexes and methods of use and synthesis thereof. The iron complexes are prepared from tridentate or tetradentate ligands of Formula I: wherein R1 and R2 are as defined herein. Also provided are methods and processes of using the iron bisphenolate complexes as catalysts in cross-coupling reactions and in controlled radical polymerizations.
Catalytic alkylation of aryl Grignard reagents by iron(iii) amine-bis(phenolate) complexes
Qian, Xin,Dawe, Louise N.,Kozak, Christopher M.
experimental part, p. 933 - 943 (2011/04/23)
Reaction of n-propylamino-N,N-bis(2-methylene-4-tert-butyl-6-methylphenol), H2L1, n-propylamino-N,N-bis(2-methylene-4,6-di-tert-butylphenol), H2L2, and benzylamino-N,N-bis(2-methylene-4-tert-butyl-6- methylphenol), H2L3, with anhydrous ferric chloride in the presence of base yields the products, [FeL1(μ-Cl)]2 (1), [FeL2(μ-Cl)]2 (2) and [FeL3(μ-Cl)]2 (3). In the solid state, these complexes exist as chloride-bridged dimers giving distorted trigonal bipyramidal iron(iii) ions. Reaction of H2L1 with FeBr 3, however, results in the formation of a tetrahedral iron(iii) complex possessing two bromide ligands. The amine-bis(phenolate) ligand is bidentate in this complex and bonds to the iron(iii) ion via the phenolate O-donors. The central amine donor is protonated, resulting in a quaternized ammonium fragment and the iron(iii) centre possesses a negative formal charge. As a result, this complex is zwitterionic and formulated as FeBr2L1H (4). Complex 1 is an air-stable, non-hygroscopic, single-component catalyst for C-C cross-coupling of aryl Grignard reagents with primary and secondary alkyl halides, including chlorides. Good to excellent yields of cross-coupled products are obtained in diethyl ether at room temperature. In some cases where low yields are obtained under these conditions, the use of microwave-assisted heating of the reaction mixture can improve yields. The Royal Society of Chemistry 2011.
Selective palladium-loaded MIL-101 catalysts
Hermannsdoerfer, Justus,Kempe, Rhett
experimental part, p. 8071 - 8077 (2011/09/12)
Palladium nanoparticles (NPs) of different mean particle size have been synthesized in the host structure of the porous coordination polymer (or metal-organic framework: MOF) MIL-101. The metal-organic chemical vapor deposition method was used to load MIL-101 with the Pd precursor complex [(η5-C5H5)Pd(η3-C 3H5)]. Loadings higher than 50 wt.% could be accomplished. Reduction of the Pd precursor complex with H2 gave rise to Pd NPs inside the MIL-101 (Pd@MIL-101). The reduction conditions, especially the temperature, allows us to make size-conform (size of the Pd NPs correlates with the size of the cavities of the host structure of MIL-101) and undersized Pd NPs. The Pd@MIL-101 samples were characterized by X-ray diffraction, IR spectroscopy, Brauner-Emmett-Teller (BET) analysis, elemental analysis, and transmission electron microscopy (TEM). Catalytic studies, hydrogenation of ketones, were performed with selected Pd@MIL-101 catalysts. Activity, selectivity, and recyclability of the catalyst family are discussed.
Carbon-carbon coupling of C(sp3)-F bonds using alumenium catalysis
Gu, Weixing,Haneline, Mason R.,Douvris, Christos,Ozerov, Oleg V.
experimental part, p. 11203 - 11212 (2009/12/05)
Dialkylalumenium cation equivalents coupled with the hexabromocarborane anion function as efficient and long-lived catalysts for alkylation of aliphatic C-F bonds (alkylative defluorination or AlkDF) by alkylaluminum compounds. Only C(sp3)-F bo
THE CONFORMATIONAL DEPENDENCE OF 6jPF,C IN SOME 4-FLUOROPHENYL DERIVATIVES OF METHANE, ETHENE, AND CYCLOHEXANE
Schaefer, Ted,Peeling, James,Glenn, H. Penner,Lemire, Alberta,Sebastian, Rudy
, p. 24 - 29 (2007/10/02)
The spin-spin coupling over six bonds between (19)F and (13)C nuclei on the sidechain in thirteen 4-fluorophenyl derivatives appears to be mediated by a ?-? mechanism.Its magnitude depends somewhat on the hybridization state of the carbon atom carrying th
Structure of ω-Arylalkyl Radicals: A 13C CIDNP Investigation
Olah, George A.,Krishnamurthy, V. V.,Singh, Brij P.,Iyer, Pradeep S.
, p. 955 - 963 (2007/10/02)
Thermolysis of a series of ω-arylalkanoyl m-chlorobenzoyl (and acetyl) peroxides at ca. 100 deg C in cyclohexanone and in hexachloroacetone was studied by using 13C chemically induced dynamic nuclear polarization.Analysis of the observed 13C polarizations indicate that all the three radicals (β-arylethyl, γ-arylpropyl and δ-arylbutyl) have open-chain structures with no evidence for aryl participation resulting in spirocycloalkylcyclohexadienyl radicals.
