Molecular Structure of 4,16-dichloro- and 4,16-dibromo[2.2]-Paracyclophanes

Authors

Sergey Lindeman, Marquette UniversityFollow
Yu T. Struchkov, Academy of Sciences of the USSRFollow
Vyacheslav N. Guryshev, Academy of Sciences of the USSRFollow

Document Type

Article

Language

eng

Publication Date

9-1986

Publisher

Springer

Source Publication

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science

Source ISSN

0568-5230

Abstract

Conclusions

An x-ray diffraction structural analysis showed that the distortions in the geometries of sterically strained 4,16-dichloro- and 4,16-dibromo[2.2]paracyclophanes are similar to those found in unsubstituted [2.2]paracyclophane. The introduction of bulky halogen atoms at C⁴ and C¹⁶ in the [2.2]paracyclophane molecule does not lead to a marked increase in the steric repulsion of the benzene rings. The polar nature of the halogen atoms leads to dipole-dipole attraction of the antiparallel benzene rings which are drawn somewhat closer to each other and to the halogen atom of the other ring.

Comments

Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science, Vol. 35, No. 9 )September 1986): 1825-1827. DOI.

Sergey Lindeman was affiliated with Academy of Sciences of the USSR at the time of publication.

Recommended Citation

Lindeman, Sergey; Struchkov, Yu T.; and Guryshev, Vyacheslav N., "Molecular Structure of 4,16-dichloro- and 4,16-dibromo[2.2]-Paracyclophanes" (1986). Chemistry Faculty Research and Publications. 735.
https://epublications.marquette.edu/chem_fac/735