Hexabenzo[4.4.4]propellane:  A Helical Molecular Platform for the Construction of Electroactive Materials

Authors

Paromita Debroy, Marquette University
Sergey V. Lindeman, Marquette UniversityFollow
Rajendra Rathore, Marquette University

Document Type

Article

Language

eng

Publication Date

2007

Publisher

American Chemical Society

Source Publication

Organic Letters

Source ISSN

1523-7060

Abstract

Helical hexabenzo[4.4.4]propellane (a relative of hexaphenylethane) and its derivatives are synthesized and their structures are established by X-ray crystallography. Isolation and X-ray crystallographic characterization of a robust trication-radical salt of hexamethoxypropellane derivative confirms that its framework is stable toward oxidative (aliphatic) C−C bond cleavage. It is also demonstrated that propellane can be easily brominated at the 4,4‘-positions of the biphenyl linkages for its usage as a molecular platform for the preparation of electroactive materials.

Comments

Accepted version. Organic Letters, Vol. 9, No. 21 (2007): 4091-4094. DOI. © 2007 American Chemical Society. Used with permission.

Recommended Citation

Debroy, Paromita; Lindeman, Sergey V.; and Rathore, Rajendra, "Hexabenzo[4.4.4]propellane:  A Helical Molecular Platform for the Construction of Electroactive Materials" (2007). Chemistry Faculty Research and Publications. 626.
https://epublications.marquette.edu/chem_fac/626