Photoinduced Reaction of Triarylphosphines with Alkenes Forming Fused Tricyclic Phosphonium Salts
Herein reported is a photoinduced reaction of triarylphosphines with alkenes in the presence of carbonic acid. A drastic structural change occurs to produce fused tricyclic phosphonium salts having a phosphatricyclo[4.3.0.0 2.9 ]nonene core structure. The reaction was marked by dearomatizing trans...
| Main Authors: | , , |
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| Format: | Other Non-Article Part of Journal/Newspaper |
| Language: | unknown |
| Published: |
2021
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| Subjects: | |
| Online Access: | https://doi.org/10.1021/acs.orglett.1c03168.s001 |
| Summary: | Herein reported is a photoinduced reaction of triarylphosphines with alkenes in the presence of carbonic acid. A drastic structural change occurs to produce fused tricyclic phosphonium salts having a phosphatricyclo[4.3.0.0 2.9 ]nonene core structure. The reaction was marked by dearomatizing transannulation of the phenyl ring, 1,2-migration of the phosphorus atom, and incorporation of an alkene. The highly endergonic process is promoted by cooperation of visible light with a photocatalyst under mild reaction conditions. |
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