Journal
CHEMICAL REVIEWS
Volume 121, Issue 1, Pages 110-139Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.chemrev.0c00160
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Funding
- National Natural Science Foundation of China [21901142]
- Natural Science Foundation of Shandong Province [ZR2019QB001]
- Key Research and Development Program of Shandong Province [2017CXGC1401]
- Natural Science Foundation of Jiangsu Province [BK20180227]
- Fundamental Research Funds of Shandong University [21310088963023, 2020QNQT007, 2020QNQT009]
- NSF Graduate Research Fellowship Program
- NIH [R01 GM088285]
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This review focuses on transition metal-catalyzed methodologies and applications involving the cleavage of C-C bonds in vinylcyclopropanes (VCPs) for cycloaddition and related addition reactions. It discusses the properties of activated and nonactivated VCPs, transition metal-catalyzed cycloadditions, and addition reactions, as well as challenges and potential opportunities in the field.
In this review, transition metal-catalyzed methodologies and applications that exploit C-C bond cleavage of vinylcyclopropanes (VCPs) are summarized with a focus on cycloaddition and related addition reactions. Transition metals, including palladium, nickel, iron, ruthenium, rhodium, cobalt, and iridium, can catalyze the cleavage of C-C bonds in activated or nonactivated VCPs. Additionally, these bond-breaking reactions can occur as intraor intermolecular processes. The properties of activated and nonactivated VCPs are discussed in the Introduction. Various transition metal-catalyzed cycloaddition and addition reactions involving the cleavage of C-C bonds in activated VCPs are then discussed in the next chapter. The transition metal-catalyzed cycloadditions involving the cleavage of C-C in nonactivated VCPs are summarized in the following chapter. Finally, challenges and potential opportunities are outlined in the last chapter.
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