期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 26, 页码 7432-7436出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201601906
关键词
hydroquinones; materials science; quinones; redox switching; twist strain
资金
- JSPS [15K13647]
- MEXT [2304, 26105750]
- Grants-in-Aid for Scientific Research [15KT0063, 26105750, 16K05752, 25410097, 16H01026, 15K13647] Funding Source: KAKEN
Unique redox switching of orthoquinone-containing pentacyclic aromatic compounds with molecular hydrogen and oxygen in the presence of a palladium nanoparticle catalyst (SAPd) is disclosed. These molecules were predicted by in silico screening before synthesis. Efficient protocols for the synthesis of orthoquinone-containing aromatic compounds by palladium-mediated homocoupling and the benzoin condensation reaction were developed. Clear switching between orthoquinone and aromatic hydroquinone compounds was observed on the basis of their photoluminescence properties. Furthermore, the twist strain of the orthoquinone moiety could induce dramatic changes in color and emission.
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