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Updated: Jan 20, 2026
Estimating the Yield of Compounds on the TLC Plate via the Blue-LED Illumination Technique
Published on: October 6, 2022
Blue LED Irradiation of Iodonium Ylides Gives Diradical Intermediates for Efficient Metal-free Cyclopropanation with
Tristan Chidley1, Islam Jameel1, Shafa Rizwan1
1Department of Chemistry, University of Waterloo, Waterloo, Ontario, N2L3G1, Canada.
Abstract:
A facile and highly chemoselective synthesis of doubly activated cyclopropanes is reported where mixtures of alkenes and β-dicarbonyl-derived iodonium ylides are irradiated with light from blue LEDs. This metal-free synthesis gives cyclopropanes in yields up to 96 %, is operative with cyclic and acyclic ylides, and proceeds with a variety of electronically-diverse alkenes. Computational analysis explains the high selectivity observed, which derives from exclusive HOMO to LUMO excitation, instead of free carbene generation. The procedure is operationally simple, uses no photocatalyst, and provides access in one step to important building blocks for complex molecule synthesis.
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