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Molecules 2014, 19(1), 41-54; doi:10.3390/molecules19010041
Article

Three-Component Reaction of Tautomeric Amidines with 3-Ferrocenylmethylidene-2,4-pentanedione. Formation of Polymeric Coordination Complexes of Potassium Ferrocenyl-(hexahydro)pyrimidoxides

1,* , 1, 1, 1 and 2
Received: 8 October 2013; in revised form: 5 December 2013 / Accepted: 9 December 2013 / Published: 20 December 2013
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Abstract: Acetamidine hydrochloride and p-aminobenzamidine dihydrochloride interact with 3-ferrocenylmethylidene-2,4-pentanedione at 80–82 °C in the presence of K2CO3 in the water–alcohol medium in two tautomeric forms (the amidoimine and enediamine ones) with formation of mixtures of pyrimidine and piperidone derivatives and polymeric coordination complexes of potassium ferrocenyl(hexahydro)pyrimidoxides. The structure of the resultant compounds is elucidated on the basis of IR, 1H- and 13C-NMR spectroscopy, mass spectrometry and elemental analysis data. The crystal structures of 6-ferrocenyl-4-hydroxy-4-methyl-2-piperidone, potassium 6-ferrocenyl-4-methyl-2-methylidene(hexahydro)pyrimidin-4-oxide and 2-(4-aminophenyl)-4-ferrocenyl-6-methyl-pyrimidine were determined by X-ray analysis of suitable single crystals.
Keywords: ferrocene; 3-ferrocenylmethylidene-2,4-pentanedione; amidines; ferrocenyl-pyrimidines; ferrocenylpiperidones; complexes of potassium ferrocenyl(hexahydro)-pyramidin-4-oxides ferrocene; 3-ferrocenylmethylidene-2,4-pentanedione; amidines; ferrocenyl-pyrimidines; ferrocenylpiperidones; complexes of potassium ferrocenyl(hexahydro)-pyramidin-4-oxides
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Klimova, E.I.; Flores-Alamo, M.; Klimova, T.; Maya, S.C.; Beletskaya, I.P. Three-Component Reaction of Tautomeric Amidines with 3-Ferrocenylmethylidene-2,4-pentanedione. Formation of Polymeric Coordination Complexes of Potassium Ferrocenyl-(hexahydro)pyrimidoxides. Molecules 2014, 19, 41-54.

AMA Style

Klimova EI, Flores-Alamo M, Klimova T, Maya SC, Beletskaya IP. Three-Component Reaction of Tautomeric Amidines with 3-Ferrocenylmethylidene-2,4-pentanedione. Formation of Polymeric Coordination Complexes of Potassium Ferrocenyl-(hexahydro)pyrimidoxides. Molecules. 2014; 19(1):41-54.

Chicago/Turabian Style

Klimova, Elena I.; Flores-Alamo, Marcos; Klimova, Tatiana; Maya, Sandra C.; Beletskaya, Irina P. 2014. "Three-Component Reaction of Tautomeric Amidines with 3-Ferrocenylmethylidene-2,4-pentanedione. Formation of Polymeric Coordination Complexes of Potassium Ferrocenyl-(hexahydro)pyrimidoxides." Molecules 19, no. 1: 41-54.



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