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Rhodium‐Catalyzed Intermolecular Silylation of C<sub>sp</sub>−H by Silacyclobutanes

Tao He, Bin Li, Lichuan Liu, Wenpeng Ma, Wei He

2021Chemistry - A European Journal22 citationsDOI

Abstract

Abstract The signature reactivity of silacyclobutane (SCB) is their cycloaddition reactions with various π bonds. Recently, the first cases were disclosed where SCBs reacted with both C sp2 −H and C sp3 −H σ bonds in an intramolecular fashion. Herein, it is reported that SCB is also an efficient reagent for C sp −H bond silylation. Thus, rhodium‐catalyzed intermolecular reactions between SCBs and terminal alkynes produced a series of symmetrical and unsymmetrical tetraorganosilicons bearing a C sp −Si functionality. Preliminary studies suggested that the reaction did not involve a cycloaddition pathway, but instead a direct activation of C sp −H bonds.

Topics & Concepts

CycloadditionRhodiumIntermolecular forceSilylationIntramolecular forceChemistryCatalysisReactivity (psychology)ReagentMedicinal chemistryStereochemistryMoleculeOrganic chemistryMedicinePathologyAlternative medicineOrganoboron and organosilicon chemistryOrganometallic Complex Synthesis and Catalysis
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