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Journal articles
Synthesis of ferrocene amides and esters from aminoferrocene and 2-substituted ferrocenecarboxylic acid and properties thereof
Abstract : Different ferrocenecarboxamides were synthesized from aminoferrocene and various acid coupling partners such as N-alpha-Boc-L-tryptophan and N-protected sugar amino acids ( N-Boc-3-amino-3-deoxy-1,2-O-isopropylidene-alpha-D-ribofuranoic acid, N-Boc-3-amino-3-deoxy-1,2-O-isopropylidene-alpha-D-xylofuranoic acid and their corresponding homo- and hetero-dimers). Similarly, reactions between 2-aminoethyl ferrocenecarboxylate and N-protected sugar amino acids afforded compounds with a carboxamide functional group remotely positioned from the ferrocene core. The X-ray diffraction structure of one of them showed the presence of an intermolecular hydrogen bond between the amide functional groups. Carbonylamino ( or carbonyloxy) and oxycarbonyl 1,2-disubstituted ferrocenes were prepared either as racemic mixtures or in enantiomerically pure ( S-P) form. Their electrochemical evaluation revealed distinctive features. Interestingly, the enantiomerically pure ferrocene diester showed a large potential shift (+45 mV) in the presence of L-glutamic acid. Finally, some of the synthesized ferrocenes were evaluated for their antibacterial, antifungal and antiproliferative ( MCF-7) activities.
Cited literature [3 references]
https://hal-univ-rennes1.archives-ouvertes.fr/hal-01414285
Contributor : Laurent Jonchère <>
Submitted on : Friday, February 17, 2017 - 1:21:32 PM
Last modification on : Thursday, March 5, 2020 - 2:04:36 PM
Long-term archiving on: : Thursday, May 18, 2017 - 2:17:06 PM
Contributor : Laurent Jonchère <>
Submitted on : Friday, February 17, 2017 - 1:21:32 PM
Last modification on : Thursday, March 5, 2020 - 2:04:36 PM
Long-term archiving on: : Thursday, May 18, 2017 - 2:17:06 PM