Ferrocene

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ferrocene

[′fer·ə‚sēn]
(organic chemistry)
(CH2)5Fe(CH2)5 Orange crystals that are soluble in ether, melting point 174°C; used as a combustion control additive in fuels, and for heat stabilization in greases and plastics.

Ferrocene

 

(also dicyclopentadienyliron), (C5H5)2Fe, an orange crystalline solid having a melting point of 173°–174°C that is readily soluble in organic solvents. First synthesized in 1951, ferrocene is a member of a large class of organometallic compounds known as metallocenes. The ferrocene molecule has the sandwich structure that is characteristic of the class:

Ferrocene undergoes substitution reactions to the cyclopentadienyl rings; in this sense, the compound is similar to benzene and other aromatic compounds. For example, it is alkylated and acylated in the Friedel-Crafts reaction, and it also undergoes mercuration and sulfonation. The compound is stable at temperatures up to 400°C when heated in the air; it is also stable in the presence of acids and alkalies. Ferrocene is obtained by heating cyclopentadiene (C5H6) with metallic iron and by the reaction of cyclopentadienylmagnesium bromide (C5H5MgBr) with ferrous chloride.

References in periodicals archive ?
1M NaOH) to avoid the decomposition of ferrocenium state of the drug in a basic solution and protonation of the ferrocenyl group in strongly acidic conditions [37, 38].
In this work, to improve the solubility of ferrocenium salts in epoxides, two CFS photoinitiators bearing C4 and C8 alkyl chains on the nitrogen atom have been prepared, C4-CFS [PF.
All starting materials used in the preparation of ferrocenium salts were reagent grade and used without purification unless otherwise noted.
All ferrocenium salts were prepared via a ligand exchange reaction between one ring of ferrocene and arene, according to the following procedures.
From that table, it can be seen that the long-chain alkyl groups attached to the nitrogen atom of carbazole greatly enhance the solubility of ferrocenium salts, especially in polar solvents and epoxides.
It is evident that photolysis of CFS ferrocenium salts occurs after UV irradiation.
Previously reported mechanisms of the photolysis of ferrocenium salts (11) indicate that ferrocinium salts undergo photolysis to generate an iron-based Lewis acid upon the loss of the arene ligand.
ERL-4221 was chosen as the monomer for the further studies of the novel CFS ferrocenium salts because it had a higher final conversion than TDE-85.
One means of effectively increasing the activity of a ferrocenium salt photoinitiator is the use of photosensitization.
Ferrocenium salt photoinitiators are shelf-stable in the presence of even highly reactive monomers and oligomers, and can be kept for extended periods of time in the dark.