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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Substituent Effects and Structure in Substituted Dibenzonaphthyrones

H Becker, CL Raston, BW Skelton and AH White

Australian Journal of Chemistry 38(1) 97 - 110
Published: 1985

Abstract

The crystal and molecular structures of [1]benzopyrano[4,3- c][1]benzopyran-5,11-done (dibenzo-naphthyrone) and three of its symmetrically tetrasubstituted derivatives have been determined by single-crystal X-ray diffraction methods. Only the tetra-t-butyl-substituted dibenzonaphthyrone was found to deviate significantly from planarity by having the two carbonyl groups folded and 'syn'-oriented relative to the plane of the connecting ethylene double bond. The dihedral angle between the two aromatic rings was found to be 25. The molecular geometry of all the other dibenzo-naphthyrones in their crystalline states is characterized by planarity, and their structures are centrosymmetric.

https://doi.org/10.1071/CH9850097

© CSIRO 1985

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