Original scientific paper

Molecular Mechanics Calculations of the Geometry and Racemization Energies of Sterically Hindered N-Aryl- and N-Heteroarylpyrroles

Nenad Raos ; Laboratory for Analytical and Physical Chemistry, Institute for Medical Research and Occupational Health, Ksaverska cesta 2, Zagreb, Croatia
Mladen Mintas ; Department of Organic Chemistry, Faculty of Chemical Engineering and Technology, University of Zagreb, Marulićev trg 20, 41000 Zagreb, Croatia

Abstract

The geometries and energies for ground and possible transition states of sterically hindered IV-arylpyrrole (1) and N-heteroary]pyrroles (2) and (3) were studied by the molecular mechanics method. The racemization energy and the most probable transition state for interconversion of enantiomers (P)*»(M) in (1)—(3) were estimated from the calculated energy difference between ground and the lowest transition state. The calculated potential energy differences gave the order V*(2) < V*(3) < V*(l) which is in accord with experimental findings and qualitative reasoning.

Keywords

Hrčak ID:

137149

URI

https://hrcak.srce.hr/137149

Publication date:

29.1.1993.

Visits: 943 *