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Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst

[Image: see text] Herein, we describe a study of the synthesis, characterization, and catalytic properties of a cis-dichlorido seleno-chelated Hoveyda–Grubbs type complex (Ru8). Such a complex has been obtained through a straightforward and high-yielding synthetic protocol in three steps from the co...

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Autores principales: Monsigny, Louis, Cejas Sánchez, Joel, Piątkowski, Jakub, Kajetanowicz, Anna, Grela, Karol
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8579520/
https://www.ncbi.nlm.nih.gov/pubmed/34776582
http://dx.doi.org/10.1021/acs.organomet.1c00484
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author Monsigny, Louis
Cejas Sánchez, Joel
Piątkowski, Jakub
Kajetanowicz, Anna
Grela, Karol
author_facet Monsigny, Louis
Cejas Sánchez, Joel
Piątkowski, Jakub
Kajetanowicz, Anna
Grela, Karol
author_sort Monsigny, Louis
collection PubMed
description [Image: see text] Herein, we describe a study of the synthesis, characterization, and catalytic properties of a cis-dichlorido seleno-chelated Hoveyda–Grubbs type complex (Ru8). Such a complex has been obtained through a straightforward and high-yielding synthetic protocol in three steps from the commercially available 2-bromobenzaldehyde in good overall yield (54%). The catalytic profile, especially the latency of this complex, has been probed through selected olefin metathesis reactions such as ring-closing metathesis (RCM), self-cross-metathesis (self-CM) and ring-opening metathesis polymerization (ROMP). In addition to its high latency, the selenium Hoveyda-type complex Ru8 exhibits a switchable behavior upon thermal activation. Of interest, while the corresponding sulfur-chelated Hoveyda type catalyst is reported to be only activated by heat, the selenium analogue was found to be active upon both heat and light irradiation.
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spelling pubmed-85795202021-11-12 Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst Monsigny, Louis Cejas Sánchez, Joel Piątkowski, Jakub Kajetanowicz, Anna Grela, Karol Organometallics [Image: see text] Herein, we describe a study of the synthesis, characterization, and catalytic properties of a cis-dichlorido seleno-chelated Hoveyda–Grubbs type complex (Ru8). Such a complex has been obtained through a straightforward and high-yielding synthetic protocol in three steps from the commercially available 2-bromobenzaldehyde in good overall yield (54%). The catalytic profile, especially the latency of this complex, has been probed through selected olefin metathesis reactions such as ring-closing metathesis (RCM), self-cross-metathesis (self-CM) and ring-opening metathesis polymerization (ROMP). In addition to its high latency, the selenium Hoveyda-type complex Ru8 exhibits a switchable behavior upon thermal activation. Of interest, while the corresponding sulfur-chelated Hoveyda type catalyst is reported to be only activated by heat, the selenium analogue was found to be active upon both heat and light irradiation. American Chemical Society 2021-10-25 2021-11-08 /pmc/articles/PMC8579520/ /pubmed/34776582 http://dx.doi.org/10.1021/acs.organomet.1c00484 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Monsigny, Louis
Cejas Sánchez, Joel
Piątkowski, Jakub
Kajetanowicz, Anna
Grela, Karol
Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst
title Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst
title_full Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst
title_fullStr Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst
title_full_unstemmed Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst
title_short Synthesis and Catalytic Properties of a Very Latent Selenium-Chelated Ruthenium Benzylidene Olefin Metathesis Catalyst
title_sort synthesis and catalytic properties of a very latent selenium-chelated ruthenium benzylidene olefin metathesis catalyst
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8579520/
https://www.ncbi.nlm.nih.gov/pubmed/34776582
http://dx.doi.org/10.1021/acs.organomet.1c00484
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