- MASS SPECTROMETRY OF ?-COMPLEXES OF TRANSITION METALS XX. DIMETHYLAMINOALKYL DERIVATIVES OF FERROCENE AND CYMANTRENE; THE DETERMINATION OF THE DISTRIBUTION AND THE TOTAL CONTENT OF DEUTERIUM LABEL
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The mass spectrometry behaviour of dimethylaminomethyl- and α-(dimethyl-amino)ethyl derivatives of cymantrene and ferrocene, their iodine methylates as well as of the deutero analogues of these compounds has been studied.It has been shown that mass spectr
- Zagorevskii, D. V.,Loim, N. M.,Nekrasov, Yu. S.,Sizoi, V. F.,Sukharev, Yu. N.
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- Darstellung und Charakterisierung von -Verbindungen des Titaniums, Zirconiums und Hafniums
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5-C5H5)2MCl2 and (η5-C5Me5)2TiCl2 to give (η5-C5H5)2M(FcN)2 and (η5-C5Me5)2Ti(FcN)Cl (M=Ti, Zr, Hf; FcN=2-(dimethylaminomethyl)ferrocenyl).The compounds w
- Thiele, Karl-Heinz,Krueger, Christian,Bartik, Tamas,Dargatz, Manfred
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- Ionic liquids as precursors for efficient mesoporous iron-nitrogen-doped oxygen reduction electrocatalysts
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A ferrocene-based ionic liquid (Fe-IL) is used as a metal-containing feedstock with a nitrogen-enriched ionic liquid (N-IL) as a compatible nitrogen content modulator to prepare a novel type of non-precious-metal-nitrogen-carbon (M-N-C) catalysts, which feature ordered mesoporous structure consisting of uniform iron oxide nanoparticles embedded into N-enriched carbons. The catalyst Fesup10/sup@NOMC exhibits comparable catalytic activity but superior long-term stability to 20 wt% Pt/C for ORR with four-electron transfer pathway under alkaline conditions. Such outstanding catalytic performance is ascribed to the populated Fe (Feinf3/infOinf4/inf) and N (N2) active sites with synergetic chemical coupling as well as the ordered mesoporous structure and high surface area endowed by both the versatile precursors and the synthetic strategy, which also open new avenues for the development of M-N-C catalytic materials.
- Li, Zelong,Li, Guanglan,Jiang, Luhua,Li, Jinlei,Sun, Gongquan,Xia, Chungu,Li, Fuwei
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- -Verbindungen des Zinks, Cadmiums und Quecksilbers
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The (FcN)2M complexes (M=Zn, Cd, Hg; FcN=2-(dimethylaminomethyl)ferrocenyl) and FcNHgCl were synthesized from FcNLi and the corresponding metal halides.All compounds were characterized by elementary analyses. 1H and 13C NMR, IR and mass spectra.
- Krueger, Christian,Thiele, Karl-Heinz,Dargatz, Manfred,Bartik, Tamas
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- Propargyloxy- and allenyloxymethylferrocenes: Synthesis and oligomerization
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Propargyloxymethylferrocene has been synthesized by the modified reaction of available N,N-dimethylaminomethylferrocene with propargyl alcohol in the presence of dichloroethane and NaOH, the yield reaching 99.6%. The rapid prototropic isomerization of pro
- Tarasova, Ol'Ga A.,Tatarinova, Inna V.,Vakul'Skaya, Tamara I.,Khutsishvili, Spartak S.,Smirnov, Vladimir I.,Klyba, Lyudmila V.,Prozorova, Galina F.,Mikhaleva, Al'Bina I.,Trofimov, Boris A.
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- Controlled Reduction of Carboxamides to Alcohols or Amines by Zinc Hydrides
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New protocols for controlled reduction of carboxamides to either alcohols or amines were established using a combination of sodium hydride (NaH) and zinc halides (ZnX2). Use of a different halide on ZnX2 dictates the selectivity, wherein the NaH-ZnI2 system delivers alcohols and NaH-ZnCl2 gives amines. Extensive mechanistic studies by experimental and theoretical approaches imply that polymeric zinc hydride (ZnH2)∞ is responsible for alcohol formation, whereas dimeric zinc chloride hydride (H?Zn?Cl)2 is the key species for the production of amines.
- Ong, Derek Yiren,Yen, Zhihao,Yoshii, Asami,Revillo Imbernon, Julia,Takita, Ryo,Chiba, Shunsuke
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supporting information
p. 4992 - 4997
(2019/03/13)
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- Enantiopure Ferrocene-Based Planar-Chiral Iridacycles: Stereospecific Control of Iridium-Centred Chirality
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Reaction of [IrCp?Cl2]2 with ferrocenylimines (Fc=NAr, Ar=Ph, p-MeOC6H4) results in ferrocene C-H activation and the diastereoselective synthesis of half-sandwich iridacycles of relative configuration Sp?,RIr?. Extension to (S)-2-ferrocenyl-4-(1-methylethyl)oxazoline gave highly diastereoselective control over the new elements of planar chirality and metal-based pseudo-tetrahedral chirality, to give both neutral and cationic half-sandwich iridacycles of absolute configuration Sc,Sp,RIr. Substitution reactions proceed with retention of configuration, with the planar chirality controlling the metal-centred chirality through an iron-iridium interaction in the coordinatively unsaturated cationic intermediate.
- Arthurs, Ross A.,Ismail, Muhammad,Prior, Christopher C.,Oganesyan, Vasily S.,Horton, Peter N.,Coles, Simon J.,Richards, Christopher J.
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supporting information
p. 3065 - 3072
(2016/03/23)
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- Synthesis of versatile intermediates of the ferrocene series: Reductive amination of ferrocenecarbaldehyde
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Reductive amination of ferrocenecarbaldehyde with several primary and secondary amines in the presence of sodium triacetoxyborohydride was studied. This method was used for the synthesis of new ferrocenylmethylamines, viz., N-(ferrocenylmethyl)isoleucine methyl ester, N,N-bis(ferrocenylmethyl)glycine ethyl ester, and N-(3,5-dibenzyloxybenzyl)-N-(ferrocenylmethyl)methylamine. The latter is a potential precursor of a dendrimer with the chiral ferrocenyl plane in the core.
- Khrushcheva,Sokolov
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p. 830 - 833
(2007/10/03)
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- Highly efficient reduction of ferrocenyl derivatives by borane
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Borane, as a DMS or a THF complex, can efficiently reduce a large range of ferrocenyl derivatives (aldehydes, ketones, ethers, acetals, carboxylic acids, esters,...) if they bear at least one oxygen at a carbon at the α position. On the contrary, similar molecules, which contain nitrogen instead of oxygen, do not react with borane.
- Routaboul, Lucie,Chiffre, Jér?me,Balavoine, Gilbert G.A.,Daran, Jean-Claude,Manoury, Eric
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p. 364 - 371
(2007/10/03)
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- Synthesis and Characterization of a Stable Organolead(II) Compound: Bis[2-(N,N-dimethylaminomethyl)ferrocenyl]lead
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The reaction of {C,N-[Fe(η5-C5H5)(η5-C 5H3-(CH2NMe2)-2)]}Li, [FcN]Li, with PbCl2 yields the new stable tetracoordinated diorganolead(II) compound [FcN]2Pb, 1, as a mixture of two diastereomers. In the solid state only the meso-diastereomer exists, which crystallizes in two polymorphs, P21/c and C2/c. The ratio of meso / rac-diastereomers in solution is solvent- and temperature-dependent, consistent with an intermolecular exchange between diastereomers. This is the very first observation of such an exchange for lead(II) compounds. An intramolecular exchange process is responsible for equivalency of both FcNgroups in solution. The NMR measurements of 1 revealed the authentic spectroscopical data: 13C-207Pb coupling constants in solid-state 13C NMR spectra.
- Seidel, Naka,Jacob, Klaus,Van Der Zeijden, Adolphus A. H.,Menge, Heike,Merzweiler, Kurt,Wagner, Christoph
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p. 1438 - 1441
(2008/10/08)
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- New permercuration reactions of ferrocene derivatives with mercury trifluoroacetate
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Mercuration of dimethylaminomethylferrocene, ferrocenesulfonyl chloride, and diethyl piperidino-(ferrocenyl)methylphosphonate with mercury trifluoroacetate at a ratio of 1 : 9, as well as of 1,1′-dicyanoferrocene and 1-methyl-3-(diethylaminosulfonyl)ferrocene at a ratio of 1 : 8, results in replacement of all electrophilic hydrogen atoms in the ferrocene core with formation of the corresponding permercurated ferrocene derivatives. Treatment of the latter with hydrochloric acid leads to protodemercuration and formation of the initial ferrocene derivatives. Reactions of the permercurated products with KI3 and KBr3 yield the corresponding polyhalogenated compounds. The reaction of dimethylaminomethylferrocene with an equimolar amount of mercury trifluoroacetate in diethyl ether affords mercury-containing ammonium salt with an N - Hg bond, whose structure is confirmed by the 1H NMR, IR, and mass spectra.
- Boev,Moskalenko
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p. 291 - 297
(2007/10/03)
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- A simple high-yielding synthesis of ferrocene-1,′-diylbis-(methyltrimethylammonium iodide)
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A new simple, high-yielding procedure has been developed for the synthesis of ferrocene-1,1′-diylbis(methyltrimethytammonium iodide) 2. Ferrocene is dilithiated using n-butyllithium/TMEDA and then reacted with Eschenmoser's salt to form the bis(dimethylaminomethyl) derivative 6 in good yield. Treatment with iodomethane gives rise to the corresponding ammonium salt 2 in excellent yield. Reaction of this bis-ammonium salt with sodium phenoxide affords the 1,1′-bis(phenoxymethyl) compound 10.
- Glidewell, Christopher,Royles, Brodyck J. L.,Smith, David M.
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p. 259 - 261
(2007/10/03)
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