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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2021
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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. |
format | Online Article Text |
id | pubmed-8579520 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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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