Ferrocene preparation

Butyltelluroferrocene A solution of BuTeBr (freshly prepared from 8 mmol of BuTeTeBu and 8 mmol of Brj) was added to a THF solution of lithiated ferrocene (prepared from 10 mmol of ferrocene) at 0°C. The reaction mixture was stirred at room... 

Nesmeyanov, Volkenau et al. were the first to replace cyclopentadienyl with another ligand in ferrocene, preparing cyclopentadienyl-arene iron complexes by reaction of ferrocene with aromatic compounds in the presence of AICI3 255-259). 

The asymmetric cyclopalladation of dimethylaminomethylferrocene takes place in the presence of an optically active carboxylic acid (e.g, A -acetylvaline), giving the cyclopalladation product 478 in 78% ee, from which optically active ferrocene derivatives were prepared[434]. 

Indeed ferrocene was firsf prepared by adding iron(II) chloride fo cyclopenfadienyl sodium Insfead of fhe expecfed a bonded species shown m fhe equafion ferrocene was formed... 

The preparation and structure determination of ferrocene marked the beginning of metallocene chemistry Metallocenes are organometallic compounds that bear cyclo pentadiemde ligands A large number are known even some m which uranium is the metal Metallocenes are not only stucturally interesting but many of them have useful applications as catalysts for industrial processes Zirconium based metallocenes for example are the most widely used catalysts for Ziegler-Natta polymerization of alkenes We 11 have more to say about them m Section 14 15... 

C and melts at 173°C. It is iasoluble ia water but dissolves ia alcohols, ether, and benzene. Ferrocene can be prepared by numerous methods, including the reaction of cyclopentadienyl anion, with anhydrous FeCl2. Its extensive reaction chemistry is notable for the aromaticity of the... 

Fluorodiazirines are obtained from suitable perfluoro compounds by reduction. Difluorodiazirine (218) was prepared from perfluoromethylenediamine (290) by reduction with ferrocene (66JHC245), or from perfluoroformamidine (291) by iodide reduction (67JOC1944). 

The quality of the iron used in preparing the ferrous chloride has a marked effect on the yield of ferrocene. The checkers employed Rascher and Betzold (730 N. Franklin, Chicago, 111.) 300-mesh iron powder, reduced by hydrogen. When 40-mesh iron filings were used, the yield of ferrocene was much lower (ca. 33%). 

The methods of preparation of ferrocene have been reviewed by Pauson and by Fischer. Ferrocene has been made by the reaction of ferric chloride with cyclopentadienylmagnesium bromide, by the direct thermal reaction of cyclopentadiene with iron metal, by the direct interaction of cyclopentadiene with iron carbonyl, by the reaction of ferrous chloride with cyclopentadiene in the presence of organic bases such as diethyl-amine, by the reaction of ferrous chloride with sodium cyclo-[lentadienide in liquid ammonia, and from cyclopentadiene and... 

Although not so generally applicable for the preparation of dicyclopentadienyl metal compounds as the sodium cyclopenta-dienide method, the amine procedure represents the simplest preparation of ferrocene. The amine procedure can also be employed for dicyclopentadienylnickel (about 80% yield), using nickel bromide obtained by the action of bromine on nickel metal powder and 1,2-dimethoxyethane as the solvent. The method of preparation given here is a modified version of that originally described. ... 

The ferrocene may be prepared by Wilkinson s procedures or it may be purchased from Matheson, Coleman and Bell, East Rutherford, New Jersey, and other companies. 

Hydroxymethylferrocene has been made by condensing ferrocene with N-methylformanilide to give ferrocenecarboxalde-hyde, and reducing the latter with lithium aluminum hydride, sodium borohydride, or formaldehyde and alkali. The present procedure is based on the method of Lindsay and Hauser. A similar procedure has been used to convert gramine methiodide to 3-hydroxymethylindole, and the method could probably be used to prepare other hydroxymethyl aromatic compounds. 

VGCFs have typical diameters of 100 nm - 100 pm with hollow cores [9]. Thus VGCFs are 10 - lO times thicker than CNTs. A preparation method for VGCFs was first developed by Endo [10,11] wbo decomposed benzene at 1150-1.300°C in an electric furnace in the presence of H2 (99.9% pure) as the carrier gas (see Fig. 1). Ultra-fine particles of Fe (ca. 10 nm diameter) or its compounds, such as Fe(N03)3 or ferrocene, were introduced into the chamber as a catalyst. 

The carboxylic acids of organometallic systems are important synthetic intermediates that have been prepared by many different synthetic methods. Perrocenecarboxylic acid has been studied the most extensively,7 and the best laboratory syntheses previously reported involve hydrolysis of cyanoferrocene [Ferrocene, cyano-]8 or of /S-methylferrocenethiocarbonate [Ferrocene, [(methylthio)thioxo-methyl]-].9... 

The lithium benzamidinates Li[PhC(NR)2] (R = Cy, Pr ) and Li[2,4,6-(Cp3)3C6H2C(NCy)2] have been prepared analogously. Reaction of FcLi (Fc = ferrocenyl) with 1,3-dicyclohexylcarbodiimide ( = DCC, Scheme 6), followed by addition of water, afforded the ferrocene-substituted amidine Fc(NCy)NHCy in 50% yield. The amidine is readily deprotonated by LLN(SiMe3)2 or NaN(SiMe3)2 to yield the alkali metal amidinates, Li[FcC(NCy)2l and Na[FcC(NCy)2l in high yields. ... 

Recently a novel chiral ferrocene-based amidinato ligand and its rhodium complexes have been described. The chiral N,N -bis(ferrocenyl)-substituted formamidine (N,N -bis[(S)-2- (lR)-l-(diphenylphosphino)ethyl ferrocen-l-yl]for-mamidine was prepared from commercially available (IR)-l-(dimethylamino) ethyl ferrocene by a multistep procedure in an overall yield of 29%. Deprotonation of the ligand with -butyllithium followed by addition of [RhCl2(COD)2] as illustrated in Scheme 167 yielded the corresponding (formamidinato)rhodium(l)... 

The original synthesis of metallacarborancs is effected by deprotonation of nido-carborane anions in a manner like that employed to prepare ferrocene, e.g. ... 

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