Pushing Extended p-Quinodimethanes to the Limit: Stable Tetracyano-oligo(N-annulated perylene)quinodimethanes with Tunable Ground States
文献类型:期刊论文
作者 | 丁军,Juan Casado,Dongho Kim,Jishan Wu ; Zebing Zeng,† Masatoshi Ishida,‡ José L. Zafra,§ Xiaojian Zhu,∥ Young Mo Sung,‡ Nina Bao,⊥ Richard D. Webster,# Byung Sun Lee,‡ Run-Wei Li,∥ Wangdong Zeng,† Yuan Li,† Chunyan Chi,† Juan T. López Navarrete,§ Jun Ding,*,⊥ Juan Casado,*,§ Dongho Kim,*,‡ and Jishan Wu*,†,∇ |
刊名 | J. Am. Chem. Soc.
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出版日期 | 2013-04-05 |
期号 | 135页码:6363—6371 |
通讯作者 | 丁军,Juan Casado,Dongho Kim,Jishan Wu |
合作状况 | 李雨桐 |
中文摘要 | p-Quinodimethane (p-QDM) is a fundamental building block for the design ofπ-conjugated systems with low band gap and open-shell biradical character. However, synthesis of extendedp-QDMs has usually suffered from their intrinsic high reactivity and poor solubility. In this work, benzannulation together with terminal cyano-substitution was demonstrated to be an efficient approach for the synthesis of a series of soluble and stable tetracyano-oligo(N-annulated perylene)-quinodimethanesnPer-CN(n=1?6), with the longest molecule having 12para-linked benzenoid rings! The geometry and electronic structures of these oligomers were investigated by steady-state and transient absorption spectroscopy, nuclear magnetic resonance, electron spin resonance, superconducting quantum interference device, and FT Raman spectroscopy assisted by density functional theory calculations. They showed tunable ground states, varying from a closed-shell quinoidal structure for monomer, to a singlet biradical for dimer, trimer, and tetramer, and to a triplet biradical for pentamer and hexamer. Large two-photon absorption cross-section values were observed in the near-infrared range, which also exhibited a clear chain-length dependence. |
学科主题 | 磁电子材料与器件研究室 |
原文出处 | SCI收录 |
公开日期 | 2013-12-16 |
源URL | [http://ir.nimte.ac.cn/handle/174433/9877] ![]() |
专题 | 宁波材料技术与工程研究所_宁波所知识产出 |
推荐引用方式 GB/T 7714 | 丁军,Juan Casado,Dongho Kim,Jishan Wu,Zebing Zeng,† Masatoshi Ishida,‡ José L. Zafra,§ Xiaojian Zhu,∥ Young Mo Sung,‡ Nina Bao,⊥ Richard D. Webster,# Byung Sun Lee,‡ Run-Wei Li,∥ Wangdong Zeng,† Yuan Li,† Chunyan Chi,† Juan T. López Navarrete,§ Jun Ding,*,⊥ Juan Casado,*,§ Dongho Kim,*,‡ and Jishan Wu*,†,∇. Pushing Extended p-Quinodimethanes to the Limit: Stable Tetracyano-oligo(N-annulated perylene)quinodimethanes with Tunable Ground States[J]. J. Am. Chem. Soc.,2013(135):6363—6371. |
APA | 丁军,Juan Casado,Dongho Kim,Jishan Wu,&Zebing Zeng,† Masatoshi Ishida,‡ José L. Zafra,§ Xiaojian Zhu,∥ Young Mo Sung,‡ Nina Bao,⊥ Richard D. Webster,# Byung Sun Lee,‡ Run-Wei Li,∥ Wangdong Zeng,† Yuan Li,† Chunyan Chi,† Juan T. López Navarrete,§ Jun Ding,*,⊥ Juan Casado,*,§ Dongho Kim,*,‡ and Jishan Wu*,†,∇.(2013).Pushing Extended p-Quinodimethanes to the Limit: Stable Tetracyano-oligo(N-annulated perylene)quinodimethanes with Tunable Ground States.J. Am. Chem. Soc.(135),6363—6371. |
MLA | 丁军,Juan Casado,Dongho Kim,Jishan Wu,et al."Pushing Extended p-Quinodimethanes to the Limit: Stable Tetracyano-oligo(N-annulated perylene)quinodimethanes with Tunable Ground States".J. Am. Chem. Soc. .135(2013):6363—6371. |
入库方式: OAI收割
来源:宁波材料技术与工程研究所
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