作者:Katja Heinze、Manuela Schlenker
DOI:10.1002/ejic.200300897
日期:2004.7
The non-natural amino acid 1-aminoferrocene-1′-carboxylic acid is synthesised from ferrocene in eight steps. The folding and association phenomena of amido-substituted ferrocenes in the crystal as well as in solution are studied by X-ray crystallography, IR and NMR spectroscopy and DFT calculations. The amino acid is selectively protected at the amino group with the use of the fluorenyl-9-methoxycarbonyl
非天然氨基酸1-氨基二茂铁-1'-羧酸由二茂铁分八步合成。通过 X 射线晶体学、红外和核磁共振光谱以及 DFT 计算研究了酰胺取代的二茂铁在晶体和溶液中的折叠和缔合现象。使用芴基-9-甲氧基羰基 (Fmoc) 基团在氨基处选择性保护氨基酸。使用 HOBt/DCC 协议制备酰胺连接的二茂铁二聚体以形成酰胺。在晶体中,二聚体形成氢键的片状结构,而在溶液中,通过 VT 1H NMR 和 IR 光谱观察到动态分子内氢键。动态翻转过程已通过 DFT 计算合理化。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)