Conformational analysis of 2-substituted cyclobutane-alpha-amino acid derivatives. A synergistic experimental and computational study.
An extensive conformational study of different 2-substituted cyclobutane-alpha-amino acid derivatives in the solid state, in the gas phase, and in solution has been carried out. The study combines experimental techniques, such as X-ray diffraction and NMR spectroscopy, and computational methods, such as DFT calculations and molecular dynamics (MD) simulations, in a set solvent. The study reveals that the substituent at C2 in the cyclobutane ring, when fixed in an equatorial position, modulates the conformational preference of the ring-puckering.
Jiménez-Osés
Gonzalo
G
Departamento de Química, Universidad de La Rioja, Grupo de Síntesis Química de La Rioja, U.A.-C.S.I.C., 26006 Logroño, Spain.
Corzana
Francisco
F
Busto
Jesús H
JH
Pérez-Fernandez
Marta
M
Peregrina
Jesús M
JM
Avenoza
Alberto
A