Abstract
The palladium-catalyzed carbonylation of iodoferrocene was investigated in the presence of 2-aminopyrimidine derivatives as nucleophiles. 2-Amino-4-hydroxy-6-methylpyrimidine was found to act both as an O- and an N-nucleophile, leading to an ester and an amide derivative, respectively. Together with other spectroscopic methods, the structure of both products was proved by X-ray crystallography. 2-(Ferrocenoylamino)-4-chloro-6-alkylpyrimidines were obtained during carbonylation of iodoferrocene and 2-amino-4-chloro-6-alkylpyrimidines. The formation of a dimeric product via two subsequent carbonylation steps was also observed. The products may have practical importance as electrochemically detectable biosensors or building blocks for supramolecular assemblies.
Original language | English |
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Pages (from-to) | 1981-1986 |
Number of pages | 6 |
Journal | Monatshefte fur Chemie |
Volume | 145 |
Issue number | 12 |
DOIs | |
Publication status | Published - 4 Sept 2014 |
Keywords
- Crystal structure
- Heterocycles
- Homogeneous catalysis
- Metallocenes
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Physical Chemistry and characterization(PC2)
Wouters, J. (Manager), Aprile, C. (Manager) & Fusaro, L. (Manager)
Technological Platform Physical Chemistry and characterizationFacility/equipment: Technological Platform
Datasets
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CCDC 1001496: Experimental Crystal Structure Determination
Fehér, C. (Contributor), Habuš, I. (Contributor), Skoda-Földes, R. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2015
DOI: 10.5517/cc12m4b5, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc12m4b5&sid=DataCite
Dataset
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CCDC 1001497: Experimental Crystal Structure Determination
Fehér, C. (Contributor), Habuš, I. (Contributor), Skoda-Földes, R. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2015
DOI: 10.5517/cc12m4c6, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/cc12m4c6&sid=DataCite
Dataset