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Article: Tailoring Magnetic Features in Zigzag‐Edged Nanographenes by Controlled Diels–Alder Reactions

TitleTailoring Magnetic Features in Zigzag‐Edged Nanographenes by Controlled Diels–Alder Reactions
Authors
Keywordscircumacenes
Diels–Alder reaction
peri -acenes
singlet biradicals
zigzag edges
Issue Date2020
PublisherWiley - VCH Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistry
Citation
Chemistry - A European Journal, 2020, v. 26 n. 33, p. 7497-7503 How to Cite?
AbstractNanographenes (NGs) with tunable electronic and magnetic properties have attracted enormous attention in the realm of carbon‐based nanoelectronics. In particular, NGs with biradical character at the ground state are promising building units for molecular spintronics. However, most of the biradicaloids are susceptible to oxidation under ambient conditions and photolytic degradation, which hamper their further applications. Herein, we demonstrated the feasibility of tuning the magnetic properties of zigzag‐edged NGs in order to enhance their stability via the controlled Diels–Alder reactions of peri‐tetracene (4‐PA ). The unstable 4‐PA (y 0=0.72; half‐life, t 1/2=3 h) was transformed into the unprecedented benzo‐peri‐tetracenes (BPTs ) by a one‐side Diels–Alder reaction, which featured a biradical character at the ground state (y 0=0.60) and exhibited remarkable stability under ambient conditions for several months. In addition, the fully zigzag‐edged circumanthracenes (CAs ) were achieved by two‐fold or stepwise Diels–Alder reactions of 4‐PA , in which the magnetic properties could be controlled by employing the corresponding dienophiles. Our work reported herein opens avenues for the synthesis of novel zigzag‐edged NGs with tailor‐made magnetic properties.
Persistent Identifierhttp://hdl.handle.net/10722/285092
ISSN
2023 Impact Factor: 3.9
2023 SCImago Journal Rankings: 1.058
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorAjayakumar, MR-
dc.contributor.authorFu, Y-
dc.contributor.authorLiu, F-
dc.contributor.authorKomber, H-
dc.contributor.authorTkachova, V-
dc.contributor.authorXu, C-
dc.contributor.authorZhou, S-
dc.contributor.authorPopov, A-
dc.contributor.authorLiu, J-
dc.contributor.authorFeng, X-
dc.date.accessioned2020-08-07T09:06:38Z-
dc.date.available2020-08-07T09:06:38Z-
dc.date.issued2020-
dc.identifier.citationChemistry - A European Journal, 2020, v. 26 n. 33, p. 7497-7503-
dc.identifier.issn0947-6539-
dc.identifier.urihttp://hdl.handle.net/10722/285092-
dc.description.abstractNanographenes (NGs) with tunable electronic and magnetic properties have attracted enormous attention in the realm of carbon‐based nanoelectronics. In particular, NGs with biradical character at the ground state are promising building units for molecular spintronics. However, most of the biradicaloids are susceptible to oxidation under ambient conditions and photolytic degradation, which hamper their further applications. Herein, we demonstrated the feasibility of tuning the magnetic properties of zigzag‐edged NGs in order to enhance their stability via the controlled Diels–Alder reactions of peri‐tetracene (4‐PA ). The unstable 4‐PA (y 0=0.72; half‐life, t 1/2=3 h) was transformed into the unprecedented benzo‐peri‐tetracenes (BPTs ) by a one‐side Diels–Alder reaction, which featured a biradical character at the ground state (y 0=0.60) and exhibited remarkable stability under ambient conditions for several months. In addition, the fully zigzag‐edged circumanthracenes (CAs ) were achieved by two‐fold or stepwise Diels–Alder reactions of 4‐PA , in which the magnetic properties could be controlled by employing the corresponding dienophiles. Our work reported herein opens avenues for the synthesis of novel zigzag‐edged NGs with tailor‐made magnetic properties.-
dc.languageeng-
dc.publisherWiley - VCH Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistry-
dc.relation.ispartofChemistry - A European Journal-
dc.rightsThis is the peer reviewed version of the following article: [FULL CITE], which has been published in final form at [Link to final article using the DOI]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions.-
dc.subjectcircumacenes-
dc.subjectDiels–Alder reaction-
dc.subjectperi -acenes-
dc.subjectsinglet biradicals-
dc.subjectzigzag edges-
dc.titleTailoring Magnetic Features in Zigzag‐Edged Nanographenes by Controlled Diels–Alder Reactions-
dc.typeArticle-
dc.identifier.emailLiu, J: juliu@hku.hk-
dc.identifier.authorityLiu, J=rp02584-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.202001130-
dc.identifier.pmid32298000-
dc.identifier.scopuseid_2-s2.0-85084489985-
dc.identifier.hkuros311679-
dc.identifier.volume26-
dc.identifier.issue33-
dc.identifier.spage7497-
dc.identifier.epage7503-
dc.identifier.isiWOS:000531667500001-
dc.publisher.placeGermany-
dc.identifier.issnl0947-6539-

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