4.8 Article

A Light-Activated Olefin Metathesis Catalyst Equipped with a Chromatic Orthogonal Self-Destruct Function

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 55, Issue 2, Pages 764-767

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201508966

Keywords

metathesis; N-heterocyclic carbenes; photochemistry; polymerization; ruthenium

Funding

  1. Israel Science Foundation
  2. Magnet Program of the Office of the Chief Scientist of the Ministry of Industry, Trade Laboris

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A sulfur-chelated photolatent ruthenium olefin metathesis catalyst has been equipped with supersilyl protecting groups on the N-heterocyclic carbene ligand. The silyl groups function as an irreversible chromatic kill switch, thus decomposing the catalyst when it is irradiated with 254 nm UV light. Therefore, different types of olefin metathesis reactions may be started by irradiation with 350 nm UV light and prevented by irradiation with shorter wavelengths. The possibility to induce and impede catalysis just by using light of different frequencies opens the pathway for stereolithographic applications and novel light-guided chemical sequences.

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