A remarkably strained cyclopyrenylene trimer that undergoes metal-free direct oxygen insertion into the biaryl C-C σ-bond

13Citations
Citations of this article
12Readers
Mendeley users who have this article in their library.

Abstract

A remarkably strained cyclopyrenylene trimer CP3 was synthesized and it underwent the first biaryl C-C σ-bond cleavage by direct oxygen insertion without the aid of any metal agents. A priori highly strained CP3 exhibits the longest wavelength emission among all pyrene-based fluorophores due to the intensive electronic interactions between pyrenes. The color of the emission drastically changes from orange to light blue upon oxidation. Theoretical studies revealed that the release of ring strain reasonably drives the reaction between two CP3 molecules and O2. This strain-induced transformation could be also applied for sulfur atom insertion into a biaryl σ-bond.

Cite

CITATION STYLE

APA

Kurosaki, R., Hayashi, H., Suzuki, M., Jiang, J., Hatanaka, M., Aratani, N., & Yamada, H. (2019). A remarkably strained cyclopyrenylene trimer that undergoes metal-free direct oxygen insertion into the biaryl C-C σ-bond. Chemical Science, 10(28), 6785–6790. https://doi.org/10.1039/c9sc01777a

Register to see more suggestions

Mendeley helps you to discover research relevant for your work.

Already have an account?

Save time finding and organizing research with Mendeley

Sign up for free