Conformational preferences of Ac-Gly-NHMe in solution

Rodrigo Antonio Cormanich, Roberto Rittner, Michael Buehl

Research output: Contribution to journalArticlepeer-review

11 Citations (Scopus)
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Abstract

The conformational behaviour of Ac-Gly-NHMe in nonpolar, polar and polar protic solutions was systematically studied in this work by theoretical calculations and experimental infrared and 1H NMR spectroscopies. Ac-Gly-NHMe prefers a gauche conformer with a strong seven-membered intramolecular hydrogen bond for the isolated compound and in nonpolar solvents, but such preference changes in polar and polar protic solvents. Elucidation of Ac-Gly-NHMe preferences was also supported by studying the conformers of its CF3-C(O)-Gly-NHMe and Ac-Gly-N(Me)2 derivatives in solution.

Original languageEnglish
Pages (from-to)13052-13060
JournalRSC Advances
Volume5
Issue number16
Early online date13 Jan 2015
DOIs
Publication statusPublished - 2015

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