Minimalistic amino amides as models to study N-H center dot center dot center dot pi interactions and their implication in the side chain folding of pseudopeptidic molecules

作者：Faggi Enrico; Luis Santiago V; Alfonso Ignacio^*

来源：RSC Advances, 2013, 3(29): 11556-11565.

DOI：10.1039/c3ra41843j

The structural study of simple amino amides derived from natural amino acids showed a unique conformational pattern for the aromatic residues, being clearly different from that for the aliphatic derivatives. The results from a detailed NMR analysis, supported by DFT calculations, indicate that the aromatic side chain tends to fold over the amino amide moiety, involving a stabilizing polar N-H center dot center dot center dot pi interaction. The implications of this folding in the establishing of non-covalent interactions is also discussed.

• 出版日期2013