TY - JOUR A1 - Siebler, Daniel A1 - Heinze, K. T1 - Conformational stability of oligoferrocene oligoamide foldamers N2 - Organometallic oligoamides built from three to four ferrocene amino acid units (H-Fca-OH,1-amino-1'-ferrocene carboxylic acid) fold into hydrogen bonded secondary structures featuring eight-membered rings by cooperative hydrogen bonds. NMR studies and DFT calculations (CAM-B3LYP, LANL2DZ, IEFPCM (THF) reveal that the organometallic zigzag foldamer structures are highly resistant toward denaturation by hydrogen bond acceptors such as dimethyl sulfoxide and 2,4-lutidine. Replacing one ferrocene amino acid unit by the organic alpha-amino acid glycine at the C-terminal end (Fca goes to Gly) significantly destabilizes the secondary zigzag structure facilitating denaturation by DMSO. Highly stabilized ordered poly(Fca) architectures are very attractive for future applications of switchable hydrogen-bonded redox-active materials. KW - Secondary structure KW - Conformational analysis KW - Ferrocene KW - Foldamers KW - Hydrogen bonds PY - 2016 U6 - https://doi.org/10.1016/j.organchem.2016.02.032 SN - 0022-328X VL - 821 SP - 19 EP - 24 PB - Elsevier B.V. AN - OPUS4-37961 LA - eng AD - Bundesanstalt fuer Materialforschung und -pruefung (BAM), Berlin, Germany ER -