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Article: Syntheses and photochromic studies of dithienylethene-containing imidazolium derivatives and their reactivity towards nucleophiles

TitleSyntheses and photochromic studies of dithienylethene-containing imidazolium derivatives and their reactivity towards nucleophiles
Authors
Keywordsdithienylethene
imidazolium
nucleophilic addition
photochromism
solvatochromism
Issue Date2010
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, 2010, v. 16 n. 44, p. 13199-13209 How to Cite?
AbstractA series of dithienylethene-containing imidazolium salts with various substituents on the 2-position of the imidazolium ring has been synthesized. The photochromic properties of these compounds have been studied, and the closed forms are found to be solvatochromic due to the donor-acceptor interaction with the solvent molecules. The closed form of the imidazolium salt shows a much higher affinity towards nucleophiles over the open form of the salt. A reaction pathway has been proposed to account for this reactivity difference based on the structure-property relationship, and the possible structure of the reaction product is discussed. An open-and-shut case: A series of photochromic dithienylethene-containing imidazolium salts has been synthesized. The reactivities of these imidazolium derivatives towards nucleophiles show significant differences between their open and closed forms (see scheme). © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Persistent Identifierhttp://hdl.handle.net/10722/133586
ISSN
2015 Impact Factor: 5.771
2015 SCImago Journal Rankings: 2.323
ISI Accession Number ID
Funding AgencyGrant Number
University of Hong Kong
URC Strategic Research Theme on Molecular Materials
Research Grants Council of Hong Kong Special Administrative Region PR ChinaHKU 7057/06P
Funding Information:

VW W Y acknowledges the support from The University of Hong Kong under the Distinguished Research Achievement Award Scheme and the URC Strategic Research Theme on Molecular Materials This work has been supported by a General Research Fund (GRF) grant from the Research Grants Council of Hong Kong Special Administrative Region PR China (HKU 7057/06P) G D acknowledges the receipt of a post graduate studentship administrated by The University of Hong Kong

References
Grants

 

DC FieldValueLanguage
dc.contributor.authorDuan, Gen_HK
dc.contributor.authorZhu, Nen_HK
dc.contributor.authorYam, VWWen_HK
dc.date.accessioned2011-05-24T02:11:29Z-
dc.date.available2011-05-24T02:11:29Z-
dc.date.issued2010en_HK
dc.identifier.citationChemistry - A European Journal, 2010, v. 16 n. 44, p. 13199-13209en_HK
dc.identifier.issn0947-6539en_HK
dc.identifier.urihttp://hdl.handle.net/10722/133586-
dc.description.abstractA series of dithienylethene-containing imidazolium salts with various substituents on the 2-position of the imidazolium ring has been synthesized. The photochromic properties of these compounds have been studied, and the closed forms are found to be solvatochromic due to the donor-acceptor interaction with the solvent molecules. The closed form of the imidazolium salt shows a much higher affinity towards nucleophiles over the open form of the salt. A reaction pathway has been proposed to account for this reactivity difference based on the structure-property relationship, and the possible structure of the reaction product is discussed. An open-and-shut case: A series of photochromic dithienylethene-containing imidazolium salts has been synthesized. The reactivities of these imidazolium derivatives towards nucleophiles show significant differences between their open and closed forms (see scheme). © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.en_HK
dc.languageengen_US
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.subjectdithienyletheneen_HK
dc.subjectimidazoliumen_HK
dc.subjectnucleophilic additionen_HK
dc.subjectphotochromismen_HK
dc.subjectsolvatochromismen_HK
dc.titleSyntheses and photochromic studies of dithienylethene-containing imidazolium derivatives and their reactivity towards nucleophilesen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0947-6539&volume=16&issue=44&spage=13199&epage=13209&date=2010&atitle=Syntheses+and+photochromic+studies+of+dithienylethene-containing+imidazolium+derivatives+and+their+reactivity+towards+nucleophiles-
dc.identifier.emailZhu, N: nzhu@hkucc.hku.hken_HK
dc.identifier.emailYam, VWW: wwyam@hku.hken_HK
dc.identifier.authorityZhu, N=rp00845en_HK
dc.identifier.authorityYam, VWW=rp00822en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.201001319en_HK
dc.identifier.pmid20922719-
dc.identifier.scopuseid_2-s2.0-78649244955en_HK
dc.identifier.hkuros185242en_US
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-78649244955&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume16en_HK
dc.identifier.issue44en_HK
dc.identifier.spage13199en_HK
dc.identifier.epage13209en_HK
dc.identifier.isiWOS:000285230000024-
dc.publisher.placeGermanyen_HK
dc.relation.projectDesign and synthesis of novel classes of luminescent transition metal complexes of functionalized imidazole and N-heterocyclic carbene ligands and their related imidazolium salts-
dc.identifier.scopusauthoridDuan, G=36623500000en_HK
dc.identifier.scopusauthoridZhu, N=7201449530en_HK
dc.identifier.scopusauthoridYam, VWW=18539304700en_HK

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