2,2,2-Trifluorodiazoethane readily forms cyclopropanes when photolysed with suitable olefins. In the absence of light, a typical 1,3-dipolar addition gives Δ1-pyrazolines. This reaction, slow with ethylene, is retarded by alkyl substituents on the vinylic carbon, but accelerated slightly by halogens other than fluorine; a trifluoromethyl group has an accelerating effect of the same order of magnitude as an alkoxycarbonyl group.

Cycloaddition reactions of 2,2,2-trifluorodiazoethane can form cyclopropanes when photolysed with suitable olefins, and can be slightly accelerated by halogens other than fluorine.

Paper

Cycloaddition reactions of 2,2,2-trifluorodiazoethane

References

Citations