Electron Transfer Prompted Ejection of a Tightly Bound K⁺ from the Ethereal Cavity of a Hexaarylbenzene-Based Receptor

Authors

Ruchi Shukla, 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

Synthesis of a pair of rotamers (9u/9s) of a hexaarylbenzene derivative containing six (cofacially arranged) electroactive 2,5-dimethoxytolyl groups is described. The toroidal electronic stabilization due to the circular arrangement of aryl groups in 9u/9s leads to the observation of multiple (reversible) oxidation waves and lowering of their E_ox1 by ∼250 mV relative to model compounds. The binding of K⁺ to symmetrical rotamer 9s was monitored by an electrochemical method and further confirmed by X-ray crystallography.

Comments

Accepted version. Organic Letters, Vol. 9, No. 7 (2007): 1291-1294. DOI. © 2007 American Chemical Society. Used with permission.

Recommended Citation

Shukla, Ruchi; Lindeman, Sergey V.; and Rathore, Rajendra, "Electron Transfer Prompted Ejection of a Tightly Bound K⁺ from the Ethereal Cavity of a Hexaarylbenzene-Based Receptor" (2007). Chemistry Faculty Research and Publications. 632.
https://epublications.marquette.edu/chem_fac/632