Your web browser is out of date. Update your browser for more security, speed and the best experience on this site

Peter Chen

29 May 2015
NTK, Balling Hall
Prof. Peter Chen (ETH Zürich, Switzerland)
Catalytic Electrophilic Cyclopropanation without Diazo Compounds: De Novo Mechanistic Design and a Historical Twist


We report mechanistic studies aimed at a catalytic, electrophilic cyclopropanation of unactivated olefins without diazo compounds, especially without diazomethane. The reaction would replace the Simmons-Smith cyclopropanation, which is super-stoichiometric in metal. Mass spectrometric experiments on electrosprayed organometallic complexes lays the groundwork for computational studies, using DFT methods, which then proceed to development of synthetic methodology under realistic solution-phase conditions. The new reactions designed and discovered in this work provide a further basis for mechanistic studies; we show an iterative cycle of discovery, investigation, and improvement of catalytic cycles.
Share this article