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Park, Cheol-Min
Synthetic & Medicinal Chemistry Lab
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  • Organic synthesis, medicinal chemistry, chemical biology

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Alkyne-Alkene [2+2] cycloaddition based on visible light photocatalysis

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dc.contributor.author Ha, Sujin ko
dc.contributor.author Lee, Yeji ko
dc.contributor.author Kwak, Yoonna ko
dc.contributor.author Mishra, Akash ko
dc.contributor.author Yu, Eunsoo ko
dc.contributor.author Ryou, Bokyeong ko
dc.contributor.author Park, Cheol-Min ko
dc.date.available 2020-06-08T01:40:04Z -
dc.date.created 2020-06-01 ko
dc.date.issued 2020-05 ko
dc.identifier.citation NATURE COMMUNICATIONS, v.11, no.1, pp.2509 ko
dc.identifier.issn 2041-1723 ko
dc.identifier.uri https://scholarworks.unist.ac.kr/handle/201301/32327 -
dc.description.abstract UV-activated alkyne-alkene [2+2] cycloaddition has served as an important tool to access cyclobutenes. Although broadly adopted, the limitations with UV light as an energy source prompted us to explore an alternative method. Here we report alkyne-alkene [2+2] cycloaddition based on visible light photocatalysis allowing the synthesis of diverse cyclobutenes and 1,3-dienes via inter- and intramolecular reactions. Extensive mechanistic studies suggest that the localized spin densities at sp(2) carbons of alkenes account for the productive sensitization of alkenes despite their similar triplet levels of alkenes and alkynes. Moreover, the efficient formation of 1,3-dienes via tandem triplet activation of the resulting cyclobutenes is observed when intramolecular enyne cycloaddition is performed, which may serve as a complementary means to the Ru(II)-catalyzed enyne metathesis. In addition, the utility of the [2+2] cycloaddition has been demonstrated by several synthetic transformations including synthesis of various extended pi-systems. ko
dc.language 영어 ko
dc.publisher NATURE PUBLISHING GROUP ko
dc.title Alkyne-Alkene [2+2] cycloaddition based on visible light photocatalysis ko
dc.type ARTICLE ko
dc.identifier.scopusid 2-s2.0-85084963645 ko
dc.identifier.wosid 000537282700013 ko
dc.type.rims ART ko
dc.identifier.doi 10.1038/s41467-020-16283-9 ko
dc.identifier.url https://www.nature.com/articles/s41467-020-16283-9 ko
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