5-phenyl-3,4-dihydro-2H-pyrrole: the first example of a planar monosubstituted 1-pyrroline

Acta Crystallogr C. 2008 Jun;64(Pt 6):o303-5. doi: 10.1107/S0108270108011360. Epub 2008 May 6.

Abstract

In the title compound, C10H11N, the molecules assemble as pseudo-dimers through pi-pi interactions, each dimer being rotated by about 90 degrees with respect to its neighbours. The relative positioning of the dimers and C-H...pi interactions give, when seen along a, a supramolecular zigzag arrangement. The compound contains a planar pyrroline ring and, as a whole, its molecular conformation is also planar, which represents the first example of a totally planar 2-substituted 1-pyrroline and the simplest ever reported by X-ray diffraction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Dimerization
  • Molecular Conformation
  • Molecular Structure
  • Pyrroles / chemistry*
  • X-Ray Diffraction

Substances

  • Pyrroles
  • pyrroline