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1-BENZYL-1,2,3,4-TETRAHYDROISOQUINOLINES: ¹H NMR CONFORMATIONAL STUDIES AND ROTATIONAL BARRIERS

Author
ITURRIAGA-VÁSQUEZ,PATRICIO

ZAPATA-TORRES,GERALD

CAROLI REZENDE,MARCOS

CASSELS,BRUCE K.

Full text
https://scielo.conicyt.cl/scielo.php?script=sci_arttext&pid=S0717-97072004000100004
Abstract
The conformational preferences of a series of 1-benzyl-1,2,3,4-tetrahydroisoquinolines (norlaudanosine and coclaurine analogues) were investigated with the aid of their 1H NMR spectra and NOESY experiments, coupled with ab initio theoretical studies to estimate energy barriers among the various stable conformers of these systems. The secondary amines prefer an extended conformation, while the N-alkylated derivatives prefer a semi-folded one, with considerable freedom to exchange between both forms. A third, folded conformation, although not much higher in energy, is relatively inaccessible
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Artes, Arquitectura y UrbanismoCiencias Agrarias, Forestales y VeterinariasCiencias Exactas y NaturalesCiencias SocialesDerechoEconomía y AdministraciónFilosofía y HumanidadesIngenieríaMedicinaMultidisciplinarias
Institutions
Universidad de ChileUniversidad Católica de ChileUniversidad de Santiago de ChileUniversidad de ConcepciónUniversidad Austral de ChileUniversidad Católica de ValparaísoUniversidad del Bio BioUniversidad de ValparaísoUniversidad Católica del Nortemore

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