Visible‐Light‐Induced [2π+2σ] Cycloaddition Enabled by Cage‐Confined Photocatalysis for Precise Bicyclo[2.1.1]Hexane Construction
Abstract
Abstract We disclose a visible‐light‐induced, diastereoselective [2π+2σ] photocycloaddition between readily available chalcones and 1,3‐disubstituted bicyclo[1.1.0]butanes (BCBs) promoted by photoactive metal–organic cage (PMOC). This confined supramolecular catalysis method enables efficient synthesis of pharmaceutically relevant bicyclo[2.1.1]hexane (BCH) bioisosteres with remarkable atom economy and excellent diastereoselectivities, necessitating only 0.1 mol% catalyst loading. The success of this organic transformation arises from the synergistic action of the PMOC as a nanoreactor to combine selective substrate preorganization through host–guest interactions, efficient Ru(II)‐mediated triplet energy transfer, and nano‐spatial confinement effect that precisely control [2π+2σ] cyclization geometry while preventing competitive homodimerization.
Article Details
Authors (4)
Yanke Hao
MOE Laboratory of Bioinorganic and Synthetic Chemistry GBRCE for Functional Molecular Engineering LIFM IGCME School of Chemistry Sun Yat‐Sen University Guangzhou 510275 China
Jie Chen
Zhiwei Jiao
GBRCE for Functional Molecular Engineering, MOE Laboratory of Bioinorganic and Synthetic Chemistry, LIFM, IGCME, School of Chemistry
Cheng‐Yong Su
GBRCE For Functional Molecular Engineering Lehn Institute of Functional Materials IGCME School of Chemistry Sun Yat‐Sen University Guangzhou P. R. China