Diindeno-fusion of an anthracene as a design strategy for stable organic biradicals

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Fältnamn	Indikatorer	Metadata
000		04049naa a2200445 4500
001		oai:DiVA.org:uu-302691
003		SwePub
008		160908s2016 \| \|\|\|\|\|\|\|\|\|\|\|000 \|\|eng\|
024	7	a https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-3026912 URI
024	7	a https://doi.org/10.1038/nchem.25182 DOI
040		a (SwePub)uu
041		a engb eng
042		9 SwePub
072	7	a ref2 swepub-contenttype
072	7	a art2 swepub-publicationtype
100	1	a Rudebusch, Gabriel E.u Univ Oregon, Dept Chem & Biochem, Eugene, OR 97403 USA.;Univ Oregon, Inst Mat Sci, Eugene, OR 97403 USA.4 aut
245	1 0	a Diindeno-fusion of an anthracene as a design strategy for stable organic biradicals
264		c 2016-05-23
264	1	b Springer Science and Business Media LLC,c 2016
338		a print2 rdacarrier
520		a The consequence of unpaired electrons in organic molecules has fascinated and confounded chemists for over a century. The study of open-shell molecules has been rekindled in recent years as new synthetic methods, improved spectroscopic techniques and powerful computational tools have been brought to bear on this field. Nonetheless, it is the intrinsic instability of the biradical species that limits the practicality of this research. Here we report the synthesis and characterization of a molecule based on the diindeno[b,i]anthracene framework that exhibits pronounced open-shell character yet possesses remarkable stability. The synthetic route is rapid, efficient and possible on the gram scale. The molecular structure was confirmed through single-crystal X-ray diffraction. From variable-temperature Raman spectroscopy and magnetic susceptibility measurements a thermally accessible triplet excited state was found. Organic field-effect transistor device data show an ambipolar performance with balanced electron and hole mobilities. Our results demonstrate the rational design and synthesis of an air-and temperature-stable biradical compound.
650	7	a NATURVETENSKAPx Kemi0 (SwePub)1042 hsv//swe
650	7	a NATURAL SCIENCESx Chemical Sciences0 (SwePub)1042 hsv//eng
700	1	a Zafra, Jose L.u Univ Malaga, Dept Phys Chem, Campus Teatinos S-N, Malaga 229071, Spain.4 aut
700	1	a Jorner, Kjellu Uppsala universitet,Institutionen för kemi - BMC4 aut0 (Swepub:uu)kjejo447
700	1	a Fukuda, Kotarou Osaka Univ, Grad Sch Engn Sci, Dept Mat Engn Sci, Toyonaka, Osaka 5608531, Japan.4 aut
700	1	a Marshall, Jonathan L.u Univ Oregon, Dept Chem & Biochem, Eugene, OR 97403 USA.;Univ Oregon, Inst Mat Sci, Eugene, OR 97403 USA.4 aut
700	1	a Arrechea-Marcos, Iratxeu Univ Malaga, Dept Phys Chem, Campus Teatinos S-N, Malaga 229071, Spain.4 aut
700	1	a Espejo, Guzman L.u Univ Malaga, Dept Phys Chem, Campus Teatinos S-N, Malaga 229071, Spain.4 aut
700	1	a Ponce Ortiz, Rociou Univ Malaga, Dept Phys Chem, Campus Teatinos S-N, Malaga 229071, Spain.4 aut
700	1	a Gomez-Garcia, Carlos J.u Univ Valencia, Inst Ciencia Mol, Valencia 46980, Spain.4 aut
700	1	a Zakharov, Lev N.u Univ Oregon, CAMCOR, Eugene, OR 97403 USA.4 aut
700	1	a Nakano, Masayoshiu Osaka Univ, Grad Sch Engn Sci, Dept Mat Engn Sci, Toyonaka, Osaka 5608531, Japan.4 aut
700	1	a Ottosson, Henriku Uppsala universitet,Institutionen för kemi - BMC4 aut0 (Swepub:uu)heott255
700	1	a Casado, Juanu Univ Malaga, Dept Phys Chem, Campus Teatinos S-N, Malaga 229071, Spain.4 aut
700	1	a Haley, Michael M.u Univ Oregon, Dept Chem & Biochem, Eugene, OR 97403 USA.;Univ Oregon, Inst Mat Sci, Eugene, OR 97403 USA.4 aut
710	2	a Univ Oregon, Dept Chem & Biochem, Eugene, OR 97403 USA.;Univ Oregon, Inst Mat Sci, Eugene, OR 97403 USA.b Univ Malaga, Dept Phys Chem, Campus Teatinos S-N, Malaga 229071, Spain.4 org
773	0	t Nature Chemistryd : Springer Science and Business Media LLCg 8:8, s. 753-759q 8:8<753-759x 1755-4330x 1755-4349
856	4 8	u https://urn.kb.se/resolve?urn=urn:nbn:se:uu:diva-302691
856	4 8	u https://doi.org/10.1038/nchem.2518

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Av författaren/redakt...: Rudebusch, Gabri ...; Zafra, Jose L.; Jorner, Kjell; Fukuda, Kotaro; Marshall, Jonath ...; Arrechea-Marcos, ...; visa fler...; Espejo, Guzman L ...; Ponce Ortiz, Roc ...; Gomez-Garcia, Ca ...; Zakharov, Lev N.; Nakano, Masayosh ...; Ottosson, Henrik; Casado, Juan; Haley, Michael M ...; visa färre...

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