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dc.contributor.authorZeng, Wangdong
dc.contributor.authorSun, Zhe
dc.contributor.authorHerng, Tun Seng
dc.contributor.authorGoncalves, Theo
dc.contributor.authorGopalakrishna, Tullimilli Y.
dc.contributor.authorHuang, Kuo-Wei
dc.contributor.authorDing, Jun
dc.contributor.authorWu, Jishan
dc.date.accessioned2017-04-13T11:50:57Z
dc.date.available2017-04-13T11:50:57Z
dc.date.issued2016-05-30
dc.identifier.citationZeng W, Sun Z, Herng TS, Gonçalves TP, Gopalakrishna TY, et al. (2016) Super-heptazethrene. Angewandte Chemie International Edition 55: 8615–8619. Available: http://dx.doi.org/10.1002/anie.201602997.
dc.identifier.issn1433-7851
dc.identifier.doi10.1002/anie.201602997
dc.identifier.doi10.1002/ange.201602997
dc.identifier.urihttp://hdl.handle.net/10754/623144
dc.description.abstractThe challenging synthesis of a laterally extended heptazethrene molecule, the super-heptazethrene derivative SHZ-CF3, is reported. This molecule was prepared using a strategy involving a multiple selective intramolecular Friedel–Crafts alkylation followed by oxidative dehydrogenation. Compound SHZ-CF3 exhibits an open-shell singlet diradical ground state with a much larger diradical character compared with the heptazethrene derivatives. An intermediate dibenzo-terrylene SHZ-2H was also obtained during the synthesis. This study provides a new synthetic method to access large-size quinoidal polycyclic hydrocarbons with unique physical properties.
dc.description.sponsorshipThis work was supported by the MOE Tier 3 programme (MOE2014-T3-1-004) and by an A*STAR JCO grant (1431AFG100). We thank Dr. Hiroyasu Sato in Rigaku Co. and Dr. Bruno Donnadieu in NUS for the crystallographic analysis.
dc.publisherWiley-Blackwell
dc.subjectpolycyclic hydrocarbons
dc.subjectquinoids
dc.subjectradicals
dc.subjectsynthetic methods
dc.subjectzethrene
dc.titleSuper-heptazethrene
dc.typeArticle
dc.contributor.departmentChemical Science Program
dc.contributor.departmentHomogeneous Catalysis Laboratory (HCL)
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalAngewandte Chemie International Edition
dc.contributor.institutionDepartment of Chemistry; National University of Singapore; 3 Science Drive 3 117543 Singapore Singapore
dc.contributor.institutionDepartment of Materials Science and Engineering; National University of Singapore; 119260 Singapore Singapore
dc.contributor.institutionInstitute of Materials Research and Engineering, A*STAR; 2 Fusionopolis Way, Innovis, #08-03 117602 Singapore Singapore
kaust.personGoncalves, Theo
kaust.personHuang, Kuo-Wei
dc.date.published-online2016-05-30
dc.date.published-print2016-07-18


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