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The hamburger-shape photocatalyst: thioxanthone-based chiral [2.2]paracyclophane for enantioselective visible-light photocatalysis of 3-methylquinoxalin-2(1<i>H</i>)-one and styrenes

Shou-Chih Huo, Ranadheer Reddy Indurmuddam, Bor‐Cherng Hong, Chuan-Fu Lu, Su‐Ying Chien

2023Organic & Biomolecular Chemistry21 citationsDOI

Abstract

A new thioxanthone-based photocatalyst with a [2.2]paracyclophane skeleton and planar chirality has been developed. The catalyst has been successfully applied in the visible light-mediated enantioselective aza Paternò-Büchi reactions of quinoxalinone and styrenes to produce azetidines. The structures of the catalyst derivatives were unequivocally determined by their single crystal X-ray crystallography analysis.

Topics & Concepts

Enantioselective synthesisPhotocatalysisChemistryThioxanthoneChirality (physics)CatalysisPhotochemistryVisible spectrumPlanar chiralityCrystal structureStereochemistryCombinatorial chemistryCrystallographyOrganic chemistryMaterials scienceOptoelectronicsPolymerPolymerizationPhotopolymerPhysicsQuantum mechanicsChiral symmetry breakingQuarkNambu–Jona-Lasinio modelPorphyrin and Phthalocyanine ChemistryRadical Photochemical ReactionsOxidative Organic Chemistry Reactions
The hamburger-shape photocatalyst: thioxanthone-based chiral [2.2]paracyclophane for enantioselective visible-light photocatalysis of 3-methylquinoxalin-2(1<i>H</i>)-one and styrenes | Litcius