Issue 27, 2023

“Super stable” Blatter radicals through ArLi addition: surprising chemistry of 7-(trifluoromethyl)benzo[e][1,2,4]triazine

Abstract

Addition of PhLi to 7-(CF3)benzo[e][1,2,4]triazine at −78 °C gives the “super stable” Blatter radical in high yields, while above −5 °C two additional products are formed. XRD analysis revealed the formation of a “trimer” and a benzo[f][1,2,4]triazepine via a novel mechanism. The latter is formed from the anion generated from the isolated radical, which suggests its instability in organic batteries.

Graphical abstract: “Super stable” Blatter radicals through ArLi addition: surprising chemistry of 7-(trifluoromethyl)benzo[e][1,2,4]triazine

Supplementary files

Article information

Article type
Communication
Submitted
21 Feb 2023
Accepted
07 Mar 2023
First published
07 Mar 2023

Chem. Commun., 2023,59, 4008-4011

“Super stable” Blatter radicals through ArLi addition: surprising chemistry of 7-(trifluoromethyl)benzo[e][1,2,4]triazine

E. Obijalska, A. Pietrzak, C. P. Constantinides, R. D. Sommer and P. Kaszyński, Chem. Commun., 2023, 59, 4008 DOI: 10.1039/D3CC00832K

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