A kinetically blocked 1,14:11,12-dibenzopentacene: A persistent triplet diradical of a non-Kekulé polycyclic benzenoid hydrocarbon

Handle URI:
http://hdl.handle.net/10754/563189
Title:
A kinetically blocked 1,14:11,12-dibenzopentacene: A persistent triplet diradical of a non-Kekulé polycyclic benzenoid hydrocarbon
Authors:
Li, Yuan; Huang, Kuo-Wei ( 0000-0003-1900-2658 ) ; Sun, Zhe; Webster, Richard D.; Zeng, Zebing; Zeng, Wangdong; Chi, Chunyan; Furukawa, Ko; Wu, Jishan
Abstract:
The synthesis of high-spin polycyclic hydrocarbons is very challenging due to their extremely high reactivity. Herein, we report the synthesis and characterization of a kinetically blocked 1,14:11,12-dibenzopentacene, DP-Mes, which represents a rare persistent triplet diradical of a non-Kekulé polycyclic benzenoid hydrocarbon. In contrast to its structural isomer 1,14:7,8-dibenzopentacene (heptazethrene) with a singlet biradical ground state, DP-Mes is a triplet diradical as confirmed by ESR and ESTN measurements and density functional theory calculations. DP-Mes also displays intermolecular antiferromagnetic spin interactions in solution at low temperature. © 2014 the Partner Organisations.
KAUST Department:
KAUST Catalysis Center (KCC); Physical Sciences and Engineering (PSE) Division; Chemical Science Program; HCL
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Chemical Science
Issue Date:
2014
DOI:
10.1039/c3sc53015a
Type:
Article
ISSN:
20416520
Sponsors:
The work was supported by a A*STAR BMRC grant (10/1/21/19/642), a MOE Tier 2 grant (MOE2011-T2-2-130) and IMRE Core funding (IMRE/13-1C0205).
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorLi, Yuanen
dc.contributor.authorHuang, Kuo-Weien
dc.contributor.authorSun, Zheen
dc.contributor.authorWebster, Richard D.en
dc.contributor.authorZeng, Zebingen
dc.contributor.authorZeng, Wangdongen
dc.contributor.authorChi, Chunyanen
dc.contributor.authorFurukawa, Koen
dc.contributor.authorWu, Jishanen
dc.date.accessioned2015-08-03T11:37:48Zen
dc.date.available2015-08-03T11:37:48Zen
dc.date.issued2014en
dc.identifier.issn20416520en
dc.identifier.doi10.1039/c3sc53015aen
dc.identifier.urihttp://hdl.handle.net/10754/563189en
dc.description.abstractThe synthesis of high-spin polycyclic hydrocarbons is very challenging due to their extremely high reactivity. Herein, we report the synthesis and characterization of a kinetically blocked 1,14:11,12-dibenzopentacene, DP-Mes, which represents a rare persistent triplet diradical of a non-Kekulé polycyclic benzenoid hydrocarbon. In contrast to its structural isomer 1,14:7,8-dibenzopentacene (heptazethrene) with a singlet biradical ground state, DP-Mes is a triplet diradical as confirmed by ESR and ESTN measurements and density functional theory calculations. DP-Mes also displays intermolecular antiferromagnetic spin interactions in solution at low temperature. © 2014 the Partner Organisations.en
dc.description.sponsorshipThe work was supported by a A*STAR BMRC grant (10/1/21/19/642), a MOE Tier 2 grant (MOE2011-T2-2-130) and IMRE Core funding (IMRE/13-1C0205).en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.titleA kinetically blocked 1,14:11,12-dibenzopentacene: A persistent triplet diradical of a non-Kekulé polycyclic benzenoid hydrocarbonen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentHCLen
dc.identifier.journalChemical Scienceen
dc.contributor.institutionDepartment of Chemistry, National University of Singapore, Science Drive 3, 117543 Singapore, Singaporeen
dc.contributor.institutionDivision of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 21 Nanyang Link, 637371 Singapore, Singaporeen
dc.contributor.institutionCenter for Instrumental Analysis, Institute for Research Promotion, Niigata University, 8050 Ikarashi 2-no-sho, Nishi-ku, Niigta 950-2181, Japanen
dc.contributor.institutionInstitute of Materials Research and Engineering, ASTAR, 3 Research Link, 117602 Singapore, Singaporeen
kaust.authorHuang, Kuo-Weien
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