Cargando…

Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions

[Image: see text] A general method, focusing upon olefin metathesis, was developed for the recovery of homogeneous olefin metathesis catalysts from crude reaction solutions. This method utilizes the supramolecular host–guest interaction between an azobenzene-modified N-heterocyclic carbene ligand an...

Descripción completa

Detalles Bibliográficos
Autores principales: Ondrusek, Brian A., Chung, Hoyong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641285/
https://www.ncbi.nlm.nih.gov/pubmed/31457699
http://dx.doi.org/10.1021/acsomega.7b00635
_version_ 1783436745807757312
author Ondrusek, Brian A.
Chung, Hoyong
author_facet Ondrusek, Brian A.
Chung, Hoyong
author_sort Ondrusek, Brian A.
collection PubMed
description [Image: see text] A general method, focusing upon olefin metathesis, was developed for the recovery of homogeneous olefin metathesis catalysts from crude reaction solutions. This method utilizes the supramolecular host–guest interaction between an azobenzene-modified N-heterocyclic carbene ligand and a silica-grafted β-cyclodextrin to remove homogeneous catalyst in a heterogeneous manner, allowing for the recovery of more than 97% of ruthenium in solution. The robust and simple nature of the guest molecule allows for the application of this method to a wide range of homogeneous catalysts. This study reports the synthesis and characterization of the said precatalyst and host compound as well as proof-of-concept recovery trials for a number of common substrates, with the residual ruthenium content of reaction mixtures evaluated by inductively coupled plasma mass spectrometry.
format Online
Article
Text
id pubmed-6641285
institution National Center for Biotechnology Information
language English
publishDate 2017
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-66412852019-08-27 Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions Ondrusek, Brian A. Chung, Hoyong ACS Omega [Image: see text] A general method, focusing upon olefin metathesis, was developed for the recovery of homogeneous olefin metathesis catalysts from crude reaction solutions. This method utilizes the supramolecular host–guest interaction between an azobenzene-modified N-heterocyclic carbene ligand and a silica-grafted β-cyclodextrin to remove homogeneous catalyst in a heterogeneous manner, allowing for the recovery of more than 97% of ruthenium in solution. The robust and simple nature of the guest molecule allows for the application of this method to a wide range of homogeneous catalysts. This study reports the synthesis and characterization of the said precatalyst and host compound as well as proof-of-concept recovery trials for a number of common substrates, with the residual ruthenium content of reaction mixtures evaluated by inductively coupled plasma mass spectrometry. American Chemical Society 2017-07-26 /pmc/articles/PMC6641285/ /pubmed/31457699 http://dx.doi.org/10.1021/acsomega.7b00635 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Ondrusek, Brian A.
Chung, Hoyong
Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions
title Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions
title_full Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions
title_fullStr Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions
title_full_unstemmed Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions
title_short Modified N-Heterocyclic Carbene Ligand for the Recovery of Olefin Metathesis Catalysts via Noncovalent Host–Guest Interactions
title_sort modified n-heterocyclic carbene ligand for the recovery of olefin metathesis catalysts via noncovalent host–guest interactions
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641285/
https://www.ncbi.nlm.nih.gov/pubmed/31457699
http://dx.doi.org/10.1021/acsomega.7b00635
work_keys_str_mv AT ondrusekbriana modifiednheterocycliccarbeneligandfortherecoveryofolefinmetathesiscatalystsvianoncovalenthostguestinteractions
AT chunghoyong modifiednheterocycliccarbeneligandfortherecoveryofolefinmetathesiscatalystsvianoncovalenthostguestinteractions