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X-ray crystal structure of tris(11-crown-3)triphenylene

Authors
Journal
Journal of Molecular Structure
0022-2860
Publisher
Elsevier
Publication Date
Volume
598
Identifiers
DOI: 10.1016/s0022-2860(01)00606-8
Keywords
  • Crown Ether
  • Oxidative Trimerization
  • Stereochemistry
Disciplines
  • Chemistry
  • Mathematics

Abstract

Abstract Benzo-11-crown-3 ether trimerizes in the presence of FeCl 3 and aqueous H 2SO 4 to produce tris(11-crown-3)triphenylene. This compound crystallizes, along with a molecule of diethyl ether and CH 2Cl 2 in the triclinic P1̄ space group; a=8.8913(9) Å, b=13.5790(14) Å, c=17.5244(17) Å, β=91.026(2)°, with Z=2. Two of the three 11-crown-3 ether units of the trimer possess essentially identical geometries, while the third has a significantly different conformation. These stereochemical results are compared to those calculated for benzo-11-crown-3 in the gas phase.

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