Dimethylaminomethyl ferrocene

To a gently swirled solution of the crude amine in 54 ml. of methanol is added 54 ml. (123 g., 0.87 mole) of methyl iodide. The solution is heated on a steam bath for 5 minutes and cooled to room temperature, and 800 ml. of ether is added. The meth-iodide, which separates as an oil, crystallizes on being scratched. The solid is collected on a Buchner funnel, washed with ether, and dried at 20-50 mm. for several hours at room temperature to yield 65-78 g. (68-81% Note 8) of N,N-dimethylaminomethyl-ferrocene methiodide as an orange powder, m.p. 200° (dec.) (Note 9). 

Potassium cyanide, reaction with N,N-dimethylaminomethyl ferrocene methiodide to yield ferrocenyl-acetonitrile, 40, 45... 

Hauser and Lindsay first showed that ferrocene undergoes a Mannich-type reaction with formaldehyde and dimethylamine to form dimethylaminomethyl-ferrocene (XXIV) (31). This amine is readily converted to a methiodide, and... 

See Perchloryl fluoride 2-Lithio(dimethylaminomethyl)ferrocene See other organometallics... 

Scheme 7-34 shows a series of palladium complexes of dimethylaminomethyl-ferrocene, the electrochemical behavior of which has been reported [162]. 

Whereas the palladium complexation of dimethylaminomethyl-ferrocene renders the ferrocenyl oxidation slightly more difficult, it seems that the presence of electron-donating substituents X, L plays the major role in determining the accessibility of the ferrocenyl oxidation. 

Stable organosilver derivatives of chloroferrocene have been prepared by the reaction of the corresponding boronic acid with silver salts in aqueous ammonia solution (equation 32)86 - 88 2-Silver(dimethylaminomethyl)ferrocene has been obtained by trans-metallation between silver bromide and the corresponding lithium ferrocenyl compound89. 

Nicolosi, G. Patti, A. Morrone, R. Piattelli, M. Enzyme-promoted kinetic resolution of l-hydroxymethyl-2-dimethylaminomethyl-ferrocene. Tetrahedron Asymmetry 1994, 5, 1275—1280. 

Hydrogen uranyl phosphate (HU02P04-4H20) intercalates (dimethylaminomethyl)ferrocene by direct reaction in methanol or aqueous solutions (Table 9) 307,307a... 

The response of a surface antigen-antibody reaction can also be mediated by an electron transfer reagent. This has been demonstrated by Robinson et al. in their studies on electrochemical immunoassays for hCG and thyroxine. In the analysis of hCG, a two-site amperometric immunoassay was developed in which monoclonal capture antibodies were immobilised on the surface of a glassy carbon electrode. A second antibody against hCG was labelled with glucose oxidase. The electrode was used both to separate free from bound enzyme-antibody conjugate and to assay the enzyme activity electrochemically by use of dimethylaminomethyl ferrocene as an electron transfer mediator. This method was found to correlate well with an immunoradiometric assay. In the analysis of thyroxine, another ferrocene derivative, namely ferrocenemonocarboxylic acid, was used as the electron transfer mediator. ... 

Figure 2, (A) Bare gold electrode in 20 jjM dimethylaminomethyl ferrocene/1 M H2SO4 with a scan rate of 100 mV/s, (B) AnC6SH/Au and(C) AnC7SH/Au in solution...

C52Hei AgijFeftNfl, 2-Silver (dimethylaminomethyl) ferrocene tetramer,... 

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