Structural dynamism of chiral sodium peraza-macrocycle complexes derived from cyclic peptoids.

A variety of cyclen and hexacyclen derivatives decorated with (S)-1-phenylethyl side chains or (S)-pyrrolidine units have been prepared via a reductive approach from the corresponding cyclic peptoids containing N-(S)-(1-phenylethyl)glycine and l-proline residues. Spectroscopic and DFT studies on their Na+ complexes show that point chirality and ring size play a crucial role in controlling the structural dynamism of 1,2-diaminoethylene units and pendant arms. The detection of highly symmetric C4- and C3-symmetric metalated species demonstrates that a full understanding of the relationship between the structure and conformational properties of peraza-macrocyclic metal complexes is possible.

Citation

Rosaria Schettini, Assunta D'Amato, Alicja Malgorzata Araszczuk, Giorgio Della Sala, Chiara Costabile, Anna Maria D'Ursi, Manuela Grimaldi, Irene Izzo, Francesco De Riccardis. Structural dynamism of chiral sodium peraza-macrocycle complexes derived from cyclic peptoids. Organic & biomolecular chemistry. 2021 Sep 14;19(34):7420-7431

Mesh Tags

Substances

PMID: 34397051

search → result