Studies on synthesis of quinonylidene Hoveyda‐type complexes. (20th March 2015)

• Record Type: Journal Article
• Authors: Grudzień, Krzysztof; Barbasiewicz, Michał
• Is Part Of: Applied organometallic chemistry. Volume 29:Number 5(2015:May)
• Page Start: 322
• Page End: 327
• Publication Date: 2015-03-20
• Subjects: Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.3294
• Languages: English
• ISSNs: 0268-2605

Abstract

<abstract abstract-type="main"> <title> <x xml:space="preserve">Abstract</x> </title> <p>In a quest of redox‐switchable <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">metathesis</named-content> catalysts we attempted synthesis of ruthenium quinonylidene complexes using two synthetic pathways. First, Hoveyda‐type complexes bearing chelating benzylidene and naphthylidene ligands substituted with two alkoxy/hydroxy groups were synthesized and characterized. The catalysts were tested in model ring‐closing <named-content content-type="reactionType" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">metathesis reactions</named-content>, and displayed interesting correlations between structure and <named-content content-type="chemicalTechnology" xlink:type="simple" xmlns:xlink="http://www.w3.org/1999/xlink">catalytic activity</named-content>. Unfortunately, numerous attempts at oxidation of the complexes to derivatives of benzo‐ and naphthoquinone were unsuccessful. However, the second approach, using exchange reaction of ruthenium precursor with vinylquinone ligand, gave a transient unstable product observed with ¹H NMR. The experimental data suggest that conjugation of electron‐deficient quinones to the ruthenium centre results in intrinsically unstable species, which undergo secondary reactions under ambient conditions. Copyright © 2015 John Wiley &amp; Sons, Ltd.</p> </abstract>