Palladium-Catalyzed Direct C-H Arylations of Dioxythiophenes Bearing Reactive Functional Groups: A Step-Economical Approach for Functional π-Conjugated Oligoarenes
Type
ArticleAuthors
Liu, Ching-YuanChong, Hui
Lin, Hsing-An
Yamashita, Yoshiro
Zheng, Bin

Huang, Kuo-Wei

Hashizume, Daisuke
Yu, Hsiao-hua
KAUST Department
Analytical Chemistry Core LabChemical Science Program
Homogeneous Catalysis Laboratory (HCL)
Imaging and Characterization Core Lab
KAUST Catalysis Center (KCC)
Nanofabrication Core Lab
Physical Science and Engineering (PSE) Division
Date
2015Permanent link to this record
http://hdl.handle.net/10754/558679
Metadata
Show full item recordAbstract
A 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.Citation
Palladium-Catalyzed Direct C-H Arylations of Dioxythiophenes Bearing Reactive Functional Groups: A Step-Economical Approach for Functional π-Conjugated Oligoarenes 2015 Org. Biomol. Chem.Publisher
Royal Society of Chemistry (RSC)Journal
Organic & Biomolecular ChemistryAdditional Links
http://pubs.rsc.org/en/Content/ArticleLanding/2015/OB/C5OB00705DRelations
Is Supplemented By:- [Dataset]
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: 10.5517/cc14fj58 HANDLE: 10754/624421 - [Dataset]
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: 10.5517/cc14fj69 HANDLE: 10754/624422 - [Dataset]
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: 10.5517/cc14fj7b HANDLE: 10754/624423
ae974a485f413a2113503eed53cd6c53
10.1039/C5OB00705D