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Pure and Applied Chemistry

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Volume 89, Issue 6

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Light guided chemoselective olefin metathesis reactions

Ofer Reany / N. Gabriel Lemcoff
Published Online: 2017-03-17 | DOI: https://doi.org/10.1515/pac-2016-1221

Abstract

An appealing concept in synthetic chemistry is photo-induced catalysis; where dormant complexes become catalytically active upon activation with light. The ruthenium-based olefin metathesis complexes founded on the original Grubbs catalyst have probably been one of the most widely studied families of catalysts for the past 25 years. Greater stability and versatility of these olefin-metathesis catalysts has been achieved by careful design of the ligand sphere, including latent catalysts which are activated by external stimuli. This article describes our recent developments towards light-induced olefin metathesis reactions based on photoactive sulfur-chelated ruthenium benzylidene catalysts. Alternative chemical reactions, be it photo-induced olefin metathesis or other direct photochemical processes, by using light of different frequencies were studied in chemoselective chromatic orthogonal pathways. The lessons learned during the development of these reactions have given birth to selective photo-deprotection sequences and novel pathways for stereolithographic applications.

Keywords: chromatic orthogonality; ICPOC-23; latent catalysts; olefin metathesis; photochemistry; ruthenium complexes

Article note:

A collection of invited papers based on a presentations at the 23rd International Conference on Physical Organic Chemistry (ICPOC-23), Sydney, Australia, 3–8 July, 2016.

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About the article

Published Online: 2017-03-17

Published in Print: 2017-06-27


Citation Information: Pure and Applied Chemistry, Volume 89, Issue 6, Pages 829–840, ISSN (Online) 1365-3075, ISSN (Print) 0033-4545, DOI: https://doi.org/10.1515/pac-2016-1221.

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