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dc.contributor.authorLiu, Ching-Yuan
dc.contributor.authorChong, Hui
dc.contributor.authorLin, Hsing-An
dc.contributor.authorYamashita, Yoshiro
dc.contributor.authorZheng, Bin
dc.contributor.authorHuang, Kuo-Wei
dc.contributor.authorHashizume, Daisuke
dc.contributor.authorYu, Hsiao-hua
dc.date.accessioned2015-06-30T14:17:30Z
dc.date.available2015-06-30T14:17:30Z
dc.date.issued2015
dc.identifier.citationPalladium-Catalyzed Direct C-H Arylations of Dioxythiophenes Bearing Reactive Functional Groups: A Step-Economical Approach for Functional π-Conjugated Oligoarenes 2015 Org. Biomol. Chem.
dc.identifier.issn1477-0520
dc.identifier.issn1477-0539
dc.identifier.doi10.1039/C5OB00705D
dc.identifier.urihttp://hdl.handle.net/10754/558679
dc.description.abstractA Pd-catalyzed and single-step C-H arylation of dioxythiophene derivates bearing unprotected reactive functional groups (-OH, -COOH, -N3) in a phosphine-free manner has been developed. Various dioxythiopene-based oligoarenes with extended π-conjugation are obtained with good yields (up to 90%). These oligoarenes display suitable optical properties (absorption and emission maxima, quantum yields) and contain reactive functional groups suitable for further conjugations with bioactive molecules. This new methodology is step economical (fewer synthetic steps), environmental friendly (no toxic metal-containing side-poducts) and the oligoarenes synthesized are potentially applicable for bio-labeling, bioimaging, and biosensing.
dc.publisherRoyal Society of Chemistry (RSC)
dc.relation.urlhttp://pubs.rsc.org/en/Content/ArticleLanding/2015/OB/C5OB00705D
dc.rightsArchived with thanks to Org. Biomol. Chem.
dc.titlePalladium-Catalyzed Direct C-H Arylations of Dioxythiophenes Bearing Reactive Functional Groups: A Step-Economical Approach for Functional π-Conjugated Oligoarenes
dc.typeArticle
dc.contributor.departmentAnalytical Chemistry Core Lab
dc.contributor.departmentChemical Science Program
dc.contributor.departmentHomogeneous Catalysis Laboratory (HCL)
dc.contributor.departmentImaging and Characterization Core Lab
dc.contributor.departmentKAUST Catalysis Center (KCC)
dc.contributor.departmentNanofabrication Core Lab
dc.contributor.departmentPhysical Science and Engineering (PSE) Division
dc.identifier.journalOrg. Biomol. Chem.
dc.eprint.versionPost-print
dc.contributor.institutionResponsive Organic Materials Laboratory, RIKEN, 2 - 1 Hirosawa, Wako, Saitama 351 - 0198, Japan
dc.contributor.institutionDepartment of Chemical and Material Engineering, National Central University, Jhongli City, Taoyuan 32001, Taiwan
dc.contributor.institutionDepartment of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, Japan
dc.contributor.institutionMaterials Characterization Support Unit, RIKEN Center for Emergent Matter Science, Japan
dc.contributor.institutionInstitute of Chemistry, Academia Sinica, 128 Academic Road, Sec. 2, Nankang, Taipei 11529, Taiwan. Email: bruceyu@gate.sinica.edu.tw; Tel: +886 - 2 - 2789 - 8634
kaust.personZhang, Bei
kaust.personHuang, Kuo-Wei
dc.relation.issupplementedbyDOI:10.5517/cc14fj58
dc.relation.issupplementedbyDOI:10.5517/cc14fj69
dc.relation.issupplementedbyDOI:10.5517/cc14fj7b
refterms.dateFOA2016-06-25T00:00:00Z
display.relations<b> Is Supplemented By:</b> <br/> <ul><li><i>[Dataset]</i> <br/> Liu, C.-Y., Chong, H., Lin, H.-A., Yamashita, Y., Zhang, B., Huang, K.-W., … Yu, H.-H. (2015). CCDC 1055679: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc14fj58. DOI: <a href="https://doi.org/10.5517/cc14fj58">10.5517/cc14fj58</a> HANDLE: <a href="http://hdl.handle.net/10754/624421">10754/624421</a></li><li><i>[Dataset]</i> <br/> Liu, C.-Y., Chong, H., Lin, H.-A., Yamashita, Y., Zhang, B., Huang, K.-W., … Yu, H.-H. (2015). CCDC 1055680: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc14fj69. DOI: <a href="https://doi.org/10.5517/cc14fj69">10.5517/cc14fj69</a> HANDLE: <a href="http://hdl.handle.net/10754/624422">10754/624422</a></li><li><i>[Dataset]</i> <br/> Liu, C.-Y., Chong, H., Lin, H.-A., Yamashita, Y., Zhang, B., Huang, K.-W., … Yu, H.-H. (2015). CCDC 1055681: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc14fj7b. DOI: <a href="https://doi.org/10.5517/cc14fj7b">10.5517/cc14fj7b</a> HANDLE: <a href="http://hdl.handle.net/10754/624423">10754/624423</a></li></ul>


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