期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 59, 期 9, 页码 3665-3670出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201913555
关键词
conical intersections; imines; photocatalysis; photochemistry; radical reactions
资金
- CREST-JST [JPMJCR13L2: 13418441]
- Program for Leading Graduate School Integrative Graduate Education and Research Program in Green Natural Sciences in Nagoya University - MEXT (WISE Program)
- Program for Leading Graduate School Graduate Program of Transformative Chem-Bio Research in Nagoya University - MEXT (WISE Program)
- JSPS
- [17H06446]
Unlike carbonyl compounds, it has long been common understanding that excited imines show virtually no photoreactivity, and hence their properties and potential utility in chemical science remain largely unexplored. Now, a strategy is presented for eliciting latent photoreactivity of imines based on the introduction of a donor-acceptor (D-A) structure to extend the lifetime of their photoexcited states. A series of spectroscopic analyses and density functional theory calculations reveal unique photophysical properties of the D-A-type imines. Furthermore, the reactivity of the D-A-type imines is demonstrated by using them as a photoredox catalyst for atom-transfer radical addition. These findings illuminate a previously neglected chemical space in the field of photochemistry, which will be exploited by taking advantage of the inherent structural modularity of imines.
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