Syntheses, Characterization, and Electrochemical Anion Recognition Investigation of New N‐5‐Ferrocenylisophthalic Amino Acid Methyl Esters
作者： Wei Liu , Haijin Zheng , Lingzhi Du , Bingyi Chen , Maoping Song
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摘要: The N-5-ferrocenylisophthalic amino acid methyl esters derivatives 4a–f were prepared by direct condensation of 5-ferrocenylisophthalic dichloride to the corresponding esters. compounds fully characterized a range NMR spectroscopic techniques, mass spectrometry (ESI-MS) and cyclovoltammetry (CV). cyclovoltammetric behavior showed one pair well-defined stable redox waves in potential 0.0–0.9 V at GC electrode, which attributed Fc/Fc+ process. Electrochemical investigations demonstrated that addition H2PO4– resulted large shifts respective couple more negative potentials (ca. 39–68 mV), suggests have good abilities recognizing H2PO4–. Moreover, 1H anion titration studies 4c 4e strongly suggest contributions amide Ar–H protons as important hydrogen donors binding.
sci-hub.se 参考文章(33)
Dave R. van Staveren, Nils Metzler-Nolte, Bioorganometallic Chemistry of Ferrocene Chemical Reviews. ,vol. 104, pp. 5931- 5955 ,(2004) , 10.1021/CR0101510
Alexandra Hess, Jan Sehnert, Thomas Weyhermüller, Nils Metzler-Nolte, None, Chiral Ferrocene Amines Derived from Amino Acids and Peptides: Synthesis, Solution and X-ray Crystal Structures and Electrochemical Investigations Inorganic Chemistry. ,vol. 39, pp. 5437- 5443 ,(2000) , 10.1021/IC000089+
Suzana Maricic, Torbjörn Frejd, Synthesis and conformational analysis of optically active ferrocene containing macrocyclic peptides. Journal of Organic Chemistry. ,vol. 67, pp. 7600- 7606 ,(2002) , 10.1021/JO020353B
Alan J. Corry, Alok Goel, Steven R. Alley, Paula N. Kelly, Dermot O’Sullivan, David Savage, Peter T.M. Kenny, N-ortho-Ferrocenyl benzoyl dipeptide esters: Synthesis, structural characterization and in vitro anti-cancer activity of N-{ortho-(ferrocenyl)benzoyl}-glycine-l-alanine ethyl ester and N-{ortho-(ferrocenyl)benzoyl}-l-alanine-glycine ethyl ester Journal of Organometallic Chemistry. ,vol. 692, pp. 1405- 1410 ,(2007) , 10.1016/J.JORGANCHEM.2006.10.018
Toshiyuki Moriuchi, Akihiro Nomoto, Kazuhiro Yoshida, Toshikazu Hirao, Intramolecular Conformational Control in Ferrocenes Bearing Podand Dipeptide Chains Organometallics. ,vol. 20, pp. 1008- 1013 ,(2001) , 10.1021/OM000879R
Yiming Xu, Pete Saweczko, Heinz-Bernhard Kraatz, 1,1′-Ferrocenoyl–oligoprolines. A synthetic, structural and electrochemical study Journal of Organometallic Chemistry. ,vol. 637, pp. 335- 342 ,(2001) , 10.1016/S0022-328X(01)00930-5
Herbert Plenio, Clemens Aberle, Oxaferrocene Cryptands as Efficient Molecular Switches for Alkali and Alkaline Earth Metal Ions Organometallics. ,vol. 16, pp. 5950- 5957 ,(1997) , 10.1021/OM970681F
Wei Liu, Xia Li, Zhiyuan Li, Maolin Zhang, Maoping Song, Voltammetric metal cation sensors based on ferrocenylthiosemicarbazone Inorganic Chemistry Communications. ,vol. 10, pp. 1485- 1488 ,(2007) , 10.1016/J.INOCHE.2007.09.015
John F Gallagher, Peter T.M Kenny, Michael J Sheehy, Electrochemical anion recognition by redox-responsive unnatural amino acid derivatives; the X-ray crystal structure of N-ferrocenoyl glycine methyl ester, (η5-C5H5)Fe(η5-C5H4)CONHCH2COOMe Inorganic Chemistry Communications. ,vol. 2, pp. 200- 202 ,(1999) , 10.1016/S1387-7003(99)00048-9
Wei Liu, Maolin Zhang, Xia Li, Maoping Song, One-pot synthesis of 1,1′-ferrocenediylbis-(methyltriphenylphosphonium iodide) from the corresponding alcohols: Facile precursor for the construction of novel metal cations electrochemical sensors Inorganic Chemistry Communications. ,vol. 11, pp. 694- 698 ,(2008) , 10.1016/J.INOCHE.2008.01.013