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Enantiomers and Barriers to Racemization of Sterically Hindered AT-Aryl- and N-Heteroarylpyrroles

Vorkapic-Furac, J. ; Mintas, M. ; Kastner, F. ; Mannschreck, Albrecht


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 ...


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