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Conformationai analysis of heterocyclic analogues of 5,6,11,12- tetrahydrodibenzo[a,e]cyclooctene: 6,7,14,15- tetrahydrobisbenzimidazo[1,2-a:l',2'.e][l,5]diazocine and 6,7,13,14- tetrahydrobispyrido[1,2-a: l',2'-e]diazocinediium dibromide

AuthorsClaramunt, Rosa M.; Lavandera, José L.; Sanz, Dionisia; Elguero, José ; Jimeno, M. Luisa
Issue Date1998
CitationTetrahedron 54 : 9569-9580 (1998)
AbstractThe IH and I3C NMR spectra of the title compounds have been recorded. While the spectrum of 6,7,14,15-tetrahydrobisbenzimidazo[ 1,2-a: l',2'-e] [ i ,5]diazoeine 3 does not show any depen- dence with the temperature in the studied range (-65 to +75 "C), that of 6,7,13,14-tetrahydrobispyrido[1,2- a: l',2'-e] diazocinediium dibromide 4 shows a clear variation, narrow lines appearing only at + 85 "C. The differences in the dynamic behaviour of these compounds has been analyzed using different semi-empirical calculations (MNIX), AMI, PM3) of the ground and transition states. For comparison purposes, two other compounds belonging to the 6,8,6 series of ring derivatives have also been calculated, 5,6,11,12- tetrahydrodibenzo[a,e]cyclooetene 1 and 5,6,12.13 -tetrahydrobispyrazolo [ 1,2 -a: 1 ',2'-e] [ 1,2,5,6] tetrazoeine- diium cation 2
Publisher version (URL)http://bit.ly/iF6WL9
Appears in Collections:(CENQUIOR) Artículos
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