Wydział Chemii

Hanna Gregolińska

Marcin A. Majewski

Piotr J. Chmielewski

Janusz Gregoliński

Alan Chien

Jiawang Zhou

Yi-Lin Wu

Youn Jue Bae

Michael R. Wasielewski

Paul M. Zimmerman

Marcin Stępień

2018

Journal of the American Chemical Society

140

14474-14480

10.1021/jacs.8b09385

Naukowa

Angielski

Artykuł

[4]Chrysaorene, a fully conjugated carbocyclic coronoid, is shown to be a low-bandgap π-conjugated system with a distinct open-shell character. The system shows good chemical stability and can be oxidized to well-defined radical cation and dication states. The cavity of [4]chrysaorene acts as an anion receptor toward halide ions with a particular selectivity toward iodides (K_a = 207 ± 6 M^–1). The interplay between anion binding and redox chemistry is demonstrated using a ¹H NMR analysis in solution. In particular, a well-resolved, paramagnetically shifted spectrum of the [4]chrysaorene radical cation is observed, providing evidence for the inner binding of the iodide. The radical cation–iodide adduct can be generated in thin solid films of [4] chrysaorene by simple exposure to diiodine vapor.

http://dx.doi.org/10.1021/jacs.8b09385

https://www.acs.org/content/acs/en.html