"Tail-Tail Dimerization" of Ferrocene Amino Acid Derivatives
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY. H. 25. 2010 S. 3986 - 3992
Erscheinungsjahr: 2010
ISBN/ISSN: 1434-1948
Publikationstyp: Zeitschriftenaufsatz
Doi/URN: 10.1002/ejic.201000384
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Inhaltszusammenfassung
Acid anhydrides of N-protected 1'-aminoferrocene-1-carboxylic acid (Fca) have been prepared and spectroscopically characterized (protection group Boc, Fmoc, Ac; 4a-4c). The structure of the Boc-derivative 4a has been determined by single-crystal X-ray crystallography. An intramolecular N-H center dot center dot center dot O hydrogen bond involving the carbamate units results in a ring structure containing the two ferrocene units, the anhydride moiety, and the hydrogen bond. In the crystal, th...Acid anhydrides of N-protected 1'-aminoferrocene-1-carboxylic acid (Fca) have been prepared and spectroscopically characterized (protection group Boc, Fmoc, Ac; 4a-4c). The structure of the Boc-derivative 4a has been determined by single-crystal X-ray crystallography. An intramolecular N-H center dot center dot center dot O hydrogen bond involving the carbamate units results in a ring structure containing the two ferrocene units, the anhydride moiety, and the hydrogen bond. In the crystal, the individual molecules are connected by intermolecular N-H center dot center dot center dot O hydrogen bonds of the carbamate unit. Experimental and theoretical studies suggest that the ring motif is also a dominant species in solution. Electronic communication across the anhydride moiety is found to be very weak as judged from electrochemical, spectroscopic, and theoretical experiments. » weiterlesen» einklappen