The Influence of Substituents on the Tautomerism of Symmetrically Substituted 2,2'-Bis-benzimidazoles
Evandro Luiz Dall’OglioFlorianopolis, Santa Catarina, Universidade Federal de Santa Catarina, Departamento de Quimica, BrazilMiguel B. CaroFlorianopolis, Santa Catarina, Universidade Federal de Santa Catarina, Departamento de Quimica, BrazilJosé C. GesserFlorianopolis, Santa Catarina, Universidade Federal de Santa Catarina, Departamento de Quimica, BrazilCésar ZuccoFlorianopolis, Santa Catarina, Universidade Federal de Santa Catarina, Departamento de Quimica, BrazilMarcos Caroli RezendeSantiago, Universidad de Santiago de Chile, Facultad de Quimica y Biologia, Chile
2002en
ABI
Abstract
The tautomerism of five symmetrically substituted 2,2'-bis-benzimidazoles [5(6),5'(6')-tetramethyl- (1); 5(6),5'(6')-dimethyl-(2); 5(6),5'(6')-dichloro- (3); 5(6),5'(6')-dimethoxy- (4) and 4(7),4'(7')-dimethyl-2,2'-bis-benzimidazole (5)], was studied by means of ¹H NMR spectroscopy at variable temperatures, and the influence of the substituents on the energy barriers for tautomeric interconversion was interpreted with the aid of theoretical calculations.
Identifiers
Citations and references
Cited by 20 references