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A Stable Triplet‐Ground‐State Conjugated Diradical Based on a Diindenopyrazine Skeleton
Angewandte Chemie International Edition ( IF 16.6 ) Pub Date : 2020-11-25 , DOI: 10.1002/anie.202012989
Zi‐Yuan Wang 1 , Ya‐Zhong Dai 1 , Li Ding 1 , Bo‐Wei Dong 2 , Shang‐Da Jiang 2 , Jie‐Yu Wang 1 , Jian Pei 1
Affiliation  

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 sp2‐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.

中文翻译:

基于双茚并吡嗪骨架的稳定三重态-基态共轭双自由基

高旋转共轭自由基在磁性材料和有机自旋电子学中具有巨大潜力。然而,由于它们的稳定性差,获得高自旋共轭基团仍然非常具有挑战性。我们报告了成功的合成和分离的稳定的三重态共轭双自由基10,12-diaryldiindeno [1,2- b:2',1'- e ]吡嗪(m- DIP)。与-xylylene含有缺电子类似物骨架SP 2 -氮原子,-dip显示其吡嗪环内显著芳香性和其自旋密度主要离域上的-吡嗪单元,使其成为三重态基态共轭双自由基。我们的工作为稳定的高旋转共轭自由基提供了有效的“旋转密度调节”策略。
更新日期:2020-11-25
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