Enantiomers and barriers to racemization of sterically hindered N??aryl??and N??heteroarylpyrroles

J Vorkapić??Furač, M Mintas, F Kastner…

Index: Vorkapic-Furac, Jasna; Mintas, Mladen; Kastner, Fritz; Mannschreck, Albrecht Journal of Heterocyclic Chemistry, 1992 , vol. 29, # 2 p. 327 - 333

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Citation Number: 16

Abstract

Abstract The N-aryl-and N-heteroaryl-2, 5-dimethylpyrrole-3-carbaldehydes 2–8 have been synthesized by condensation of hexane-2, 5-dione with the appropriate amine and subsequent Vilsmeier-Haack formylation of the pyrrole ring. Diastereomeric association complexes of the racemic pyrrole 8 were studied by pmr chemical shifts and the splittings induced by (+)-1-(9-anthryl)-2, 2, 2-trifluoroethanol. Enrichment of the enantiomers M and ...