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Synthesis of new enantiomerically pure macrocycles containing phenanthroline subunits
Author(s) -
Colombo Federica,
Annunziata Rita,
Raimondi Laura,
Benaglia Maurizio
Publication year - 2006
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.20283
Subject(s) - chemistry , phenanthroline , valine , diamine , molecule , stereochemistry , nuclear magnetic resonance spectroscopy , amino acid , proton nmr , metal ions in aqueous solution , metal , combinatorial chemistry , polymer chemistry , computational chemistry , crystallography , organic chemistry , biochemistry
New enantiomerically pure macrocycles have been prepared by combining 1,10‐phenanthroline 2,9‐dicarboxylic acid and two α‐amino‐acids linked through spacers. Different diamine linkers have been employed in order to modify the dimensions and the properties of the macrocycles whose structures have been studied by 1 H and 13 C NMR spectroscopy. The ability of the (L)‐valine containing macrocycles to bind metal ions and phenolic molecules has been investigated by 1 H NMR experiments and Molecular Mechanics calculations. Chirality, 2006. © 2006 Wiley‐Liss, Inc.