Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts

New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various ole...

Full description

Saved in:
Bibliographic Details
Published in:ChemCatChem 2020-04, Vol.12 (7), p.1953-1957
Main Authors: Nagyházi, Márton, Turczel, Gábor, Balla, Áron, Szálas, Gábor, Tóth, Imre, Gál, Gyula Tamás, Petra, Bombicz, Anastas, Paul T., Tuba, Róbert
Format: Article
Language:English
Subjects:
CAAC ligand
Catalysis
Catalysts
Metathesis
Methanol
Olefin metathesis
Phospholipids
protic media
Raw materials
Ruthenium
sustainable catalysis
Vegetable oils
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
cited_by cdi_FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3
cites cdi_FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3
container_end_page 1957
container_issue 7
container_start_page 1953
container_title ChemCatChem
container_volume 12
creator Nagyházi, Márton
Turczel, Gábor
Balla, Áron
Szálas, Gábor
Tóth, Imre
Gál, Gyula Tamás
Petra, Bombicz
Anastas, Paul T.
Tuba, Róbert
description New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids (23) and vegetable oils (20) in protic media has also been demonstrated. Towards Sustainable Catalysis – Conversion of olefins including renewable materials in environmental benign, protic media at low catalyst loading using highly stable, phase labelled cyclic alkyl amino carbene (CAAC) ruthenium complexes rendering exceptional catalytic activity.
doi_str_mv 10.1002/cctc.201902258
format article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2387241004</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2387241004</sourcerecordid><originalsourceid>FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3</originalsourceid><addsrcrecordid>eNqFkb1OwzAUhSMEEqWwMltigaHFP_lxxsgqFKkIBGWOHMemBjcptqMqG-_AA_BuPAmuCmVksX2t75x7dU8UnSI4RhDiSyG8GGOIcohxQveiAaJpNiI0z_d3bwoPoyPnXiBMc5Ilg-hz3q65rR147JznuuGVkYBxz03vtANf7x9gqp8XpgcTpbTQsvHgzkilG3ArPfcLucFCdW9br0X4rDUHT043z-B-wZ0EM15JY2QNWC9MIArz2htQLHXThka2ko0E56wo2AV46IJfo7vl7wTeHUcHihsnT37uYfR0NZmz6Wh2d33DitlIkCSjo4rUUGJMMlJLQXBNcYIqFYskJnFKRRVjjmiiRIYVwTAcCMV5hhBMVV0TKMgwOtv6rmz71knny5e2s01oWWJCMxyHFceBGm8pYVvnrFTlyuolt32JYLkJodyEUO5CCIJ8K1hrI_t_6JKxOfvTfgOd7oyN</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2387241004</pqid></control><display><type>article</type><title>Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts</title><source>Wiley</source><creator>Nagyházi, Márton ; Turczel, Gábor ; Balla, Áron ; Szálas, Gábor ; Tóth, Imre ; Gál, Gyula Tamás ; Petra, Bombicz ; Anastas, Paul T. ; Tuba, Róbert</creator><creatorcontrib>Nagyházi, Márton ; Turczel, Gábor ; Balla, Áron ; Szálas, Gábor ; Tóth, Imre ; Gál, Gyula Tamás ; Petra, Bombicz ; Anastas, Paul T. ; Tuba, Róbert</creatorcontrib><description>New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids (23) and vegetable oils (20) in protic media has also been demonstrated. Towards Sustainable Catalysis – Conversion of olefins including renewable materials in environmental benign, protic media at low catalyst loading using highly stable, phase labelled cyclic alkyl amino carbene (CAAC) ruthenium complexes rendering exceptional catalytic activity.</description><identifier>ISSN: 1867-3880</identifier><identifier>EISSN: 1867-3899</identifier><identifier>DOI: 10.1002/cctc.201902258</identifier><language>eng</language><publisher>Weinheim: Wiley Subscription Services, Inc</publisher><subject>CAAC ligand ; Catalysis ; Catalysts ; Metathesis ; Methanol ; Olefin metathesis ; Phospholipids ; protic media ; Raw materials ; Ruthenium ; sustainable catalysis ; Vegetable oils</subject><ispartof>ChemCatChem, 2020-04, Vol.12 (7), p.1953-1957</ispartof><rights>2020 The Authors. Published by Wiley-VCH Verlag GmbH &amp; Co. KGaA.</rights><rights>2020 Wiley‐VCH Verlag GmbH &amp; Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3</citedby><cites>FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3</cites><orcidid>0000-0002-5508-3494 ; 0000-0001-8929-2713</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Nagyházi, Márton</creatorcontrib><creatorcontrib>Turczel, Gábor</creatorcontrib><creatorcontrib>Balla, Áron</creatorcontrib><creatorcontrib>Szálas, Gábor</creatorcontrib><creatorcontrib>Tóth, Imre</creatorcontrib><creatorcontrib>Gál, Gyula Tamás</creatorcontrib><creatorcontrib>Petra, Bombicz</creatorcontrib><creatorcontrib>Anastas, Paul T.</creatorcontrib><creatorcontrib>Tuba, Róbert</creatorcontrib><title>Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts</title><title>ChemCatChem</title><description>New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids (23) and vegetable oils (20) in protic media has also been demonstrated. Towards Sustainable Catalysis – Conversion of olefins including renewable materials in environmental benign, protic media at low catalyst loading using highly stable, phase labelled cyclic alkyl amino carbene (CAAC) ruthenium complexes rendering exceptional catalytic activity.</description><subject>CAAC ligand</subject><subject>Catalysis</subject><subject>Catalysts</subject><subject>Metathesis</subject><subject>Methanol</subject><subject>Olefin metathesis</subject><subject>Phospholipids</subject><subject>protic media</subject><subject>Raw materials</subject><subject>Ruthenium</subject><subject>sustainable catalysis</subject><subject>Vegetable oils</subject><issn>1867-3880</issn><issn>1867-3899</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><sourceid>24P</sourceid><recordid>eNqFkb1OwzAUhSMEEqWwMltigaHFP_lxxsgqFKkIBGWOHMemBjcptqMqG-_AA_BuPAmuCmVksX2t75x7dU8UnSI4RhDiSyG8GGOIcohxQveiAaJpNiI0z_d3bwoPoyPnXiBMc5Ilg-hz3q65rR147JznuuGVkYBxz03vtANf7x9gqp8XpgcTpbTQsvHgzkilG3ArPfcLucFCdW9br0X4rDUHT043z-B-wZ0EM15JY2QNWC9MIArz2htQLHXThka2ko0E56wo2AV46IJfo7vl7wTeHUcHihsnT37uYfR0NZmz6Wh2d33DitlIkCSjo4rUUGJMMlJLQXBNcYIqFYskJnFKRRVjjmiiRIYVwTAcCMV5hhBMVV0TKMgwOtv6rmz71knny5e2s01oWWJCMxyHFceBGm8pYVvnrFTlyuolt32JYLkJodyEUO5CCIJ8K1hrI_t_6JKxOfvTfgOd7oyN</recordid><startdate>20200406</startdate><enddate>20200406</enddate><creator>Nagyházi, Márton</creator><creator>Turczel, Gábor</creator><creator>Balla, Áron</creator><creator>Szálas, Gábor</creator><creator>Tóth, Imre</creator><creator>Gál, Gyula Tamás</creator><creator>Petra, Bombicz</creator><creator>Anastas, Paul T.</creator><creator>Tuba, Róbert</creator><general>Wiley Subscription Services, Inc</general><scope>24P</scope><scope>WIN</scope><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0002-5508-3494</orcidid><orcidid>https://orcid.org/0000-0001-8929-2713</orcidid></search><sort><creationdate>20200406</creationdate><title>Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts</title><author>Nagyházi, Márton ; Turczel, Gábor ; Balla, Áron ; Szálas, Gábor ; Tóth, Imre ; Gál, Gyula Tamás ; Petra, Bombicz ; Anastas, Paul T. ; Tuba, Róbert</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>CAAC ligand</topic><topic>Catalysis</topic><topic>Catalysts</topic><topic>Metathesis</topic><topic>Methanol</topic><topic>Olefin metathesis</topic><topic>Phospholipids</topic><topic>protic media</topic><topic>Raw materials</topic><topic>Ruthenium</topic><topic>sustainable catalysis</topic><topic>Vegetable oils</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Nagyházi, Márton</creatorcontrib><creatorcontrib>Turczel, Gábor</creatorcontrib><creatorcontrib>Balla, Áron</creatorcontrib><creatorcontrib>Szálas, Gábor</creatorcontrib><creatorcontrib>Tóth, Imre</creatorcontrib><creatorcontrib>Gál, Gyula Tamás</creatorcontrib><creatorcontrib>Petra, Bombicz</creatorcontrib><creatorcontrib>Anastas, Paul T.</creatorcontrib><creatorcontrib>Tuba, Róbert</creatorcontrib><collection>Wiley Online Library Open Access</collection><collection>Wiley Online Library website</collection><collection>CrossRef</collection><jtitle>ChemCatChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Nagyházi, Márton</au><au>Turczel, Gábor</au><au>Balla, Áron</au><au>Szálas, Gábor</au><au>Tóth, Imre</au><au>Gál, Gyula Tamás</au><au>Petra, Bombicz</au><au>Anastas, Paul T.</au><au>Tuba, Róbert</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts</atitle><jtitle>ChemCatChem</jtitle><date>2020-04-06</date><risdate>2020</risdate><volume>12</volume><issue>7</issue><spage>1953</spage><epage>1957</epage><pages>1953-1957</pages><issn>1867-3880</issn><eissn>1867-3899</eissn><abstract>New generations of Hoveyda and bis‐carbene type of ruthenium‐based olefin metathesis catalysts (10 and 12), containing cationic cyclic alkyl amino carbene (CAAC) ligands, have been synthetized. The catalysts show exceptional stability and activity in environmentally benign, protic media. Various olefin metatheses reactions of OH functionalized feedstock (e. g. RCM, ROMP CM) can be carried out at as low as 0.05 mol % catalyst loading in methanol, isopropanol, water or methanol/water solvent mixture, accomplishing the lowest applied catalyst loading reported so far in these media. The facile olefin metathesis of renewable feedstocks including phospholipids (23) and vegetable oils (20) in protic media has also been demonstrated. Towards Sustainable Catalysis – Conversion of olefins including renewable materials in environmental benign, protic media at low catalyst loading using highly stable, phase labelled cyclic alkyl amino carbene (CAAC) ruthenium complexes rendering exceptional catalytic activity.</abstract><cop>Weinheim</cop><pub>Wiley Subscription Services, Inc</pub><doi>10.1002/cctc.201902258</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-5508-3494</orcidid><orcidid>https://orcid.org/0000-0001-8929-2713</orcidid><oa>free_for_read</oa></addata></record>
fulltext fulltext
identifier ISSN: 1867-3880
ispartof ChemCatChem, 2020-04, Vol.12 (7), p.1953-1957
issn 1867-3880
1867-3899
language eng
recordid cdi_proquest_journals_2387241004
source Wiley
subjects CAAC ligand
Catalysis
Catalysts
Metathesis
Methanol
Olefin metathesis
Phospholipids
protic media
Raw materials
Ruthenium
sustainable catalysis
Vegetable oils
title Towards Sustainable Catalysis – Highly Efficient Olefin Metathesis in Protic Media Using Phase Labelled Cyclic Alkyl Amino Carbene (CAAC) Ruthenium Catalysts
url http://sfxeu10.hosted.exlibrisgroup.com/loughborough?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-25T15%3A12%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Towards%20Sustainable%20Catalysis%20%E2%80%93%20Highly%20Efficient%20Olefin%20Metathesis%20in%20Protic%20Media%20Using%20Phase%20Labelled%20Cyclic%20Alkyl%20Amino%20Carbene%20(CAAC)%20Ruthenium%20Catalysts&rft.jtitle=ChemCatChem&rft.au=Nagyh%C3%A1zi,%20M%C3%A1rton&rft.date=2020-04-06&rft.volume=12&rft.issue=7&rft.spage=1953&rft.epage=1957&rft.pages=1953-1957&rft.issn=1867-3880&rft.eissn=1867-3899&rft_id=info:doi/10.1002/cctc.201902258&rft_dat=%3Cproquest_cross%3E2387241004%3C/proquest_cross%3E%3Cgrp_id%3Ecdi_FETCH-LOGICAL-c3578-b3d0e22373dec32d8251bf4c543468cb42a185fc72f3202f3114971106fdd30c3%3C/grp_id%3E%3Coa%3E%3C/oa%3E%3Curl%3E%3C/url%3E&rft_id=info:oai/&rft_pqid=2387241004&rft_id=info:pmid/&rfr_iscdi=true