Demethylenation of Cyclopropanes via Photoinduced Guest-to-Host Electron Transfer in an M6 L4 Cage

Angew Chem Int Ed Engl. 2019 Jul 1;58(27):9171-9173. doi: 10.1002/anie.201904752. Epub 2019 Jun 6.

Abstract

Unusual demethylenation reactions of cyclopropanes under UV-light irradiation were found within a cavity of a photoactive coordination cage. The reaction proceeded via a guest-to-host electron transfer owing to the highly electron-deficient nature of the cage. The reactions were highly chemoselective and enabled late-stage derivatization of a steroid molecule, which led to a totally new un-natural steroid.

Keywords: cage compounds; host-guest systems; photooxidation; strained molecules; supramolecular chemistry.

Publication types

  • Research Support, Non-U.S. Gov't