Photoswitchable Chiral Organocatalysts: Photocontrol of Enantioselective Reactions
Masaru Kondo1,2, Kento Nakamura2, Chandu G Krishnan2
1Department of Materials Science and Engineering, Graduate School of Science and Engineering, Ibaraki University, Hitachi-shi, Ibaraki, 316-8511, Japan.
Abstract:
This study presents recent advances in photoswitchable chiral organocatalysts and their applications in the photomodulation of enantioselective reactions. Under irradiation with an appropriate wavelength of light, the E/Z-photoisomerization of the photoresponsive units on the catalysts leads to the control of the catalytic activity and/or selectivity of the enantioselective reactions. Additionally, this study elucidates the design, synthesis, and catalytic application of the fabricated azobenzene BINOL-based photoswitchable chiral phase-transfer catalysts. This account will provide insights into the appropriate design of a photoswitchable chiral organocatalyst that can achieve both good enantioselectivity and photocontrol.
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Prochirality
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Chirality in Nature
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Thermal and Photochemical Electrocyclic Reactions: Overview


