Volume 133, Issue 9 pp. 4644-4648
Zuschrift

A Stable Triplet-Ground-State Conjugated Diradical Based on a Diindenopyrazine Skeleton

Zi-Yuan Wang

Zi-Yuan Wang

Beijing National Laboratory for Molecular Sciences (BNLMS), The Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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Ya-Zhong Dai

Ya-Zhong Dai

Beijing National Laboratory for Molecular Sciences (BNLMS), The Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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Li Ding

Li Ding

Beijing National Laboratory for Molecular Sciences (BNLMS), The Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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Bo-Wei Dong

Bo-Wei Dong

Beijing National Laboratory for Molecular Science (BNLMS), Beijing Key Laboratory for Magnetoelectric Materials and Devices, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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Prof. Shang-Da Jiang

Prof. Shang-Da Jiang

Beijing National Laboratory for Molecular Science (BNLMS), Beijing Key Laboratory for Magnetoelectric Materials and Devices, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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Prof. Jie-Yu Wang

Corresponding Author

Prof. Jie-Yu Wang

Beijing National Laboratory for Molecular Sciences (BNLMS), The Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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Prof. Jian Pei

Prof. Jian Pei

Beijing National Laboratory for Molecular Sciences (BNLMS), The Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, Center of Soft Matter Science and Engineering, College of Chemistry and Molecular Engineering, Peking University, Beijing, 100871 China

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First published: 25 November 2020
Citations: 8

Abstract

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.

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