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Activation and Functionalization of C–C σ-Bonds of Alkylidene Cyclopropanes at Main Group Centers

revised on 03.04.2020, 11:43 and posted on 06.04.2020, 08:02 by Mark Crimmin, Richard Y Kong
Aluminum(I) and magnesium(I) compounds are reported for the C–C s-bond activation of strained alkylidene cyclopropanes. These reactions result in the formal addition of the C–C s-bond to main group center either at a single site (Al) or across a metal–metal bond (Mg–Mg). Mechanistic studies suggest that rather than occurring by a concerted oxidative addition, these reactions involve stepwise processes in which substrate binding to the main group metal acts as a precursor to a- or b-alkyl migration steps that break the C–C s-bond. This mechanistic understanding is used to develop the magnesium-catalyzed hydrosilylation of the C–C s-bonds of alkylidene cyclopropanes.


We are grateful to the ERC (FluoroFix: 677367) for generous funding. We thank Imperial College London for the award of a President’s Scholarship (RYK).


Email Address of Submitting Author


Imperial College London


United Kingdom

ORCID For Submitting Author


Declaration of Conflict of Interest

Authors declare no conflicts of interest

Version Notes

Version 1.1 - The SI has been updated to include kinetics data