Conclusions
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1.
N- (α-Ferrocenylalkyl)pyridinium p-toluenesulfonates are formed when ferrocenylcarbinols are reacted with p-toluenesulfonyl chloride in pyridine.
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2.
The N-(α-ferrocenylalkyl)pyridinium salts are good ferrocenylalkylating agents. The exchange reaction of the N-(α-ferrocenylalkyl)pyridinium p-toluenesulfonates with NaCN gave the nitriles of ferrocenylacetic,α-ferrocenylpropionic and ferrocenyl(phenyl)aeetic acids.
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3.
The nitriles of the ferrocenylacetic andα-ferrocenylpropionic acids were hydrolyzed to the amides of the corresponding acids.
Literature cited
W. Borsche and E. Feske, Ber.,61, 698 (1928).
F. Ullmann and W. Bruck, Ber.,41, 3934 (1908).
A. N. Nesmeyanov, V. A. Sazonova, V. N. Drozd, and N. A. Rodionova, DAN SSSR,160, 355 (1964).
E. G. Perevalova, Yu. A. Ustynyuk, and A. N. Nesmeyanov, Izv. AN SSSR, Ser. khim.,1963, 1044.
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Nesmeyanov, A.N., Perevalova, E.G. & Reshetova, M.D. N-(α-ferrocenylalkyl) pyridinium salts. Russ Chem Bull 15, 301–303 (1966). https://doi.org/10.1007/BF00856060
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DOI: https://doi.org/10.1007/BF00856060