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Regioselective C–H alkylation of anisoles with olefins by cationic imidazolin-2-iminato scandium(<scp>iii</scp>) alkyl complexes

Shiyu Wang, Chenhao Zhu, Lichao Ning, Dawei Li, Xiaoming Feng, Shunxi Dong

2023Chemical Science21 citationsDOIOpen Access PDF

Abstract

-H alkylation products in high yield (56 examples, 16-99% yields). Control experiments revealed that rare-earth ions, ancillary imidazolin-2-iminato ligands, and basic ligands were crucial for the above transformations. Based on deuterium-labelling experiments, reaction kinetic studies, and theoretical calculations, a possible catalytic cycle was provided to elucidate the reaction mechanism.

Topics & Concepts

AlkylationRegioselectivityChemistryCationic polymerizationAlkylMedicinal chemistryScandiumOrganic chemistryCatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis
Regioselective C–H alkylation of anisoles with olefins by cationic imidazolin-2-iminato scandium(<scp>iii</scp>) alkyl complexes | Litcius