Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 364, Issue 5, Pages 1039-1043Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.202101374
Keywords
C(sp(3))-H alkenylation; decatungstate anion; 1; 2-bis(sulfonyl)ethylene; benzenesulfonyl radical; photocatalyst
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Funding
- Ministry of Science and Technology, Taiwan [MOST108-2636-M-009-003, MOST-108-2113-M-009-007]
- Center for Emergent Functional Matter Science at NYCU
- JSPS [19H02722]
- Grants-in-Aid for Scientific Research [19H02722] Funding Source: KAKEN
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Site-selective C(sp(3))-H alkenylation was achieved under photo-irradiation in the presence of a catalytic decatungstate anion. The reaction successfully combines radical addition/beta-scission sequence with photocatalytic C(sp(3))-H functionalization. The decatungstate anion participates in a chain-repairing step in reactions with weaker C-H bonds.
Site-selective C(sp(3))-H alkenylation was achieved under photo-irradiation in the presence of a catalytic amount of decatungstate anion, W10O324-. In this reaction, the radical addition/beta-scission sequence is successfully combined with photocatalytic C(sp(3))-H functionalization. The reaction using weaker C-H bonds such as those in THF revealed that the benzenesulfonyl radical itself underwent HAT directly from the C-H bond, and a decatungstate anion participated in a chain-repairing step.
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