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

dc.creator	ITURRIAGA-VÁSQUEZ,PATRICIO
dc.creator	ZAPATA-TORRES,GERALD
dc.creator	CAROLI REZENDE,MARCOS
dc.creator	CASSELS,BRUCE K.
dc.date	2004-03-01
dc.date.accessioned	2020-02-17T15:32:12Z
dc.date.available	2020-02-17T15:32:12Z
dc.identifier	https://scielo.conicyt.cl/scielo.php?script=sci_arttext&pid=S0717-97072004000100004
dc.identifier.uri	https://revistaschilenas.uchile.cl/handle/2250/130064
dc.description	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
dc.format	text/html
dc.language	en
dc.publisher	Sociedad Chilena de Química
dc.relation	10.4067/S0717-97072004000100004
dc.rights	info:eu-repo/semantics/openAccess
dc.source	Journal of the Chilean Chemical Society v.49 n.1 2004
dc.subject	1-benzyl-1,2,3,4-tetrahydroisoquinolines
dc.subject	conformation
dc.subject	NMR studies
dc.subject	RHF/6-31g(d,p) calculations
dc.title	1-BENZYL-1,2,3,4-TETRAHYDROISOQUINOLINES: ¹H NMR CONFORMATIONAL STUDIES AND ROTATIONAL BARRIERS