Heinemann FW (2006)
Publication Status: Published
Publication Type: Journal article
Publication year: 2006
Publisher: WILEY-V C H VERLAG GMBH
Pages Range: 2357-2363
Journal Issue: 12
Hydrogen bonding to the electrically neutral tertiary carboxamide nitrogen atom of peptidyl-prolyl groups is known to facilitate the C-N bond rotation during peptide and protein folding. Since metal complexes with nitrogen-coordinated tertiary amide ligands are formally analogous, they may be used to model this so-called electrophilic activation. In this paper we report on the synthesis of a monoacylated cyclam complex, [(Boc-Ala-cyclam)Cu](CF3SO3)(2) (8; Boc: tert-butyl-oxycarbonyl, Ala: alanine, cyclam: 1,4,8,11-tetraazacyclo-tetradecane). It contains a fully sp(3)-hybridized metal-bound amide nitrogen atom. The resonance is completely cancelled and the observed C-N distance of 147 pm is consistent with a single bond. These features are exceptional among Werner-type complexes and define the maximal possible electrophilic distortion of an amide bond. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).
APA:
Heinemann, F.W. (2006). Copper(II) complexes of the tetraazamacrocyclic tertiary amide ligand alanyl-cyclam. European Journal of Inorganic Chemistry, 12, 2357-2363. https://doi.org/10.1002/ejic.200600055
MLA:
Heinemann, Frank Wilhelm. "Copper(II) complexes of the tetraazamacrocyclic tertiary amide ligand alanyl-cyclam." European Journal of Inorganic Chemistry 12 (2006): 2357-2363.
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