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: | Dataset |
Language: | unknown |
Published: |
2021
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Subjects: | |
Online Access: | https://doi.org/10.1021/acs.orglett.1c03168.s002 |
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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