Issue 18, 2020

Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

Abstract

We disclose an unprecedented single-step metal-free green oxidation of 2,7-di-tert-butylpyrene selectively into either the corresponding 4,5-dione or 4,5,9,10-tetraone, two key building blocks used for organic optoelectronic applications using hypervalent iodine oxyacids. This new method results in dramatic improvements in terms of yield, selectivity (dione vs. tetraone), ease of workup, cost and toxicity.

Graphical abstract: Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

Supplementary files

Article information

Article type
Communication
Submitted
13 Jun 2020
Accepted
22 Jul 2020
First published
22 Jul 2020

Green Chem., 2020,22, 5966-5971

Author version available

Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

T. H. El-Assaad, K. N. Parida, M. F. Cesario and D. V. McGrath, Green Chem., 2020, 22, 5966 DOI: 10.1039/D0GC02000A

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