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A Stable Triplet‐Ground‐State Conjugated Diradical Based on a Diindenopyrazine Skeleton
Author(s) -
Wang ZiYuan,
Dai YaZhong,
Ding Li,
Dong BoWei,
Jiang ShangDa,
Wang JieYu,
Pei Jian
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202012989
Subject(s) - diradical , conjugated system , pyrazine , radical , chemistry , ground state , photochemistry , spintronics , triplet state , electron paramagnetic resonance , ferromagnetism , organic chemistry , molecule , nuclear magnetic resonance , polymer , excited state , singlet state , atomic physics , condensed matter physics , physics
High‐spin conjugated radicals have great potential in magnetic materials and organic spintronics. However, to obtain high‐spin conjugated radicals is still quite challenging due to their poor stability. We report the successful synthesis and isolation of a stable triplet conjugated diradical, 10,12‐diaryldiindeno[1,2‐ b :2′,1′‐ e ]pyrazine ( m ‐DIP ). With the m ‐xylylene analogue skeleton containing electron‐deficient sp 2 ‐nitrogen atoms, m ‐DIP displays significant aromatic character within its pyrazine ring and its spin density mainly delocalizes on the meta ‐pyrazine unit, making it a triplet ground state conjugated diradical. Our work provides an effective “spin density tuning” strategy for stable high‐spin conjugated radicals.