TriazaTMM Triplet Diradical

Abstract

A Perimidine-Derived Non-Kekule Triplet DiradicalSignificance: A triazaTMM triplet diradical is synthesized and characterized by EPR, confirming theoretical calculations from the authors that diradicals of this type would be high-spin. They generated the compound in several cryogenic matrices by photochemically eliminating dinitrogen. Comment:Many examples of high-spin organic diradicals inspired by TMM have been generated and observed, though generally at low temperatures. In this example, the rigidity of the naphthalene framework forces the nitrogen atoms attached to it farther apart, therefore favoring the triplet state over the singlet state. In the future, diradicals of this type may be used to form organic magnets, though the stability of the diradicals to oxygen and heat will have to be improved. e r a t e d i n a b u t y r o n i t r i l e m a t r i x a t 7 7 K a n d i n A r a n d X e m a t r i c e s a t 4 . 6 K . t r i m e t h y l e n e m e t h a n e ( T M M ) N R R N N R t r i a z a T M M -N 2