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"Super stable" Blatter radicals through ArLi addition: surprising chemistry of 7-(trifluoromethyl)benzo[e][1,2,4]triazine. 2023

Emilia Obijalska, and Anna Pietrzak, and Christos P Constantinides, and Roger D Sommer, and Piotr Kaszyński
Faculty of Chemistry, University of Łódź, Tamka 12, 91-403 Łódź, Poland. piotr.kaszynski@chemia.uni.lodz.pl.

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.

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