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Article: Design and synthesis of a new class of photochromic diarylethenecontaining dithieno[3,2-b:2',3'-d]pyrroles and their switchable luminescence properties

TitleDesign and synthesis of a new class of photochromic diarylethenecontaining dithieno[3,2-b:2',3'-d]pyrroles and their switchable luminescence properties
Authors
KeywordsDensity functional calculations
Luminescence
Materials
Nitrogen heterocycles
Photochromism
Sulfur heterocycles
Issue Date2009
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistry
Citation
Chemistry - A European Journal, 2009, v. 15 n. 39, p. 10005-10009 How to Cite?
AbstractA series of dithienylethene-containing dithieno[3,2-b:2',3'-d]pyrroles were synthesized and their photophysical study was done. Tetrabromination of dithieno[3,2-b:2',3'-d]pyrrole followed by subsequent Suzuki cross-coupling reaction in the presence of an excess of 2,5-dimethylthien-3-yl boronic acid, aqueous Na2CO3 and a catalytic amount of [Pd(PPh 3)4] was used in THF under reflux conditions. Compounds 1-5 were characterized by 1H NMR spectroscopy, EI-MS, and give satisfactory elemental analyses, while the structures of compound 2 and 3 were determined by X-ray crystallography. Compounds 1-5 dissolve in benzene and they showed similar UV/Vis absorption spectra with an intense band at about 350 nm. Upon excitation at the transition band at 360 nm in degassed benzene, the solutions of compound 1-5 showed photochromic behavior, turning from colorless to reddish purple, with the growth of an intense absorption band at approximately 290 and 352 nm were observed.
Persistent Identifierhttp://hdl.handle.net/10722/70503
ISSN
2015 Impact Factor: 5.771
2015 SCImago Journal Rankings: 2.323
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorWong, HLen_HK
dc.contributor.authorKo, CCen_HK
dc.contributor.authorLam, WHen_HK
dc.contributor.authorZhu, Nen_HK
dc.contributor.authorYam, VWWen_HK
dc.date.accessioned2010-09-06T06:23:29Z-
dc.date.available2010-09-06T06:23:29Z-
dc.date.issued2009en_HK
dc.identifier.citationChemistry - A European Journal, 2009, v. 15 n. 39, p. 10005-10009en_HK
dc.identifier.issn0947-6539en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70503-
dc.description.abstractA series of dithienylethene-containing dithieno[3,2-b:2',3'-d]pyrroles were synthesized and their photophysical study was done. Tetrabromination of dithieno[3,2-b:2',3'-d]pyrrole followed by subsequent Suzuki cross-coupling reaction in the presence of an excess of 2,5-dimethylthien-3-yl boronic acid, aqueous Na2CO3 and a catalytic amount of [Pd(PPh 3)4] was used in THF under reflux conditions. Compounds 1-5 were characterized by 1H NMR spectroscopy, EI-MS, and give satisfactory elemental analyses, while the structures of compound 2 and 3 were determined by X-ray crystallography. Compounds 1-5 dissolve in benzene and they showed similar UV/Vis absorption spectra with an intense band at about 350 nm. Upon excitation at the transition band at 360 nm in degassed benzene, the solutions of compound 1-5 showed photochromic behavior, turning from colorless to reddish purple, with the growth of an intense absorption band at approximately 290 and 352 nm were observed.en_HK
dc.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistryen_HK
dc.relation.ispartofChemistry - A European Journalen_HK
dc.subjectDensity functional calculationsen_HK
dc.subjectLuminescenceen_HK
dc.subjectMaterialsen_HK
dc.subjectNitrogen heterocyclesen_HK
dc.subjectPhotochromismen_HK
dc.subjectSulfur heterocyclesen_HK
dc.titleDesign and synthesis of a new class of photochromic diarylethenecontaining dithieno[3,2-b:2',3'-d]pyrroles and their switchable luminescence propertiesen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0947-6539&volume=15&issue=39&spage=10005&epage=10009&date=2009&atitle=Design+and+synthesis+of+a+new+class+of+photochromic+diarylethene-containing+dithieno[3,2-b:2%27,3%27-d]pyrroles+and+their+switchable+luminescence+propertiesen_HK
dc.identifier.emailLam, WH: chsue@hku.hken_HK
dc.identifier.emailZhu, N: nzhu@hkucc.hku.hken_HK
dc.identifier.emailYam, VWW: wwyam@hku.hken_HK
dc.identifier.authorityLam, WH=rp00719en_HK
dc.identifier.authorityZhu, N=rp00845en_HK
dc.identifier.authorityYam, VWW=rp00822en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.200900581en_HK
dc.identifier.pmid19693754-
dc.identifier.scopuseid_2-s2.0-70349656327en_HK
dc.identifier.hkuros168998en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-70349656327&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume15en_HK
dc.identifier.issue39en_HK
dc.identifier.spage10005en_HK
dc.identifier.epage10009en_HK
dc.identifier.isiWOS:000270854200008-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridWong, HL=35101098200en_HK
dc.identifier.scopusauthoridKo, CC=7202596455en_HK
dc.identifier.scopusauthoridLam, WH=26642862800en_HK
dc.identifier.scopusauthoridZhu, N=7201449530en_HK
dc.identifier.scopusauthoridYam, VWW=18539304700en_HK
dc.identifier.citeulike5492647-

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