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Updated: Oct 17, 2026
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
Published on: July 17, 2020
Selective Control of Photocatalytic [2 + 2] Cycloaddition versus Isomerization Using Anthraquinone Photosensitizers
Yalin Li1, Peng Wu1, Zixuan Zhang1
1College of Chemical Engineering, Zhejiang University of Technology, Hangzhou310014, China.
Abstract:
Designed anthraquinone photosensitizers enable selective switching between chalcone [2 + 2] cycloaddition and E/Z isomerization. The α-trifluoromethyl group drives isomerization (5:95), whereas the β-tert-butyl group with polychloro substituents promotes cycloaddition (98% yield), a result supported by DFT-derived triplet energies and binding energies. In addition, a relatively high chalcone concentration favors cycloaddition (98%), whereas a low chalcone concentration favors isomerization (98%).
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