Ruthenium-catalysed cyclisation reactions of 1,11-dien-6-ynes leading to biindenes
1,2-Bis(2-allylphenyl)ethynes undergo cycloisomerisation reactions in the presence of Cp*Ru( ii ) catalysts to produce 2,2′-dimethyl-3 H ,3′ H -1,1′-biindenes. On the other hand, tandem ring-closing metathesis of 1,2-bis(2-allylphenyl)ethynes using the Hoveyda-Grubbs 2nd generation catalyst led to t...
Gespeichert in:
| Veröffentlicht in: | Organic & biomolecular chemistry 2020-03, Vol.18 (9), p.176-1764 |
|---|---|
| Hauptverfasser: | , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 1764 |
|---|---|
| container_issue | 9 |
| container_start_page | 176 |
| container_title | Organic & biomolecular chemistry |
| container_volume | 18 |
| creator | Matsuda, Takanori Yonekubo, Naoto |
| description | 1,2-Bis(2-allylphenyl)ethynes undergo cycloisomerisation reactions in the presence of Cp*Ru(
ii
) catalysts to produce 2,2′-dimethyl-3
H
,3′
H
-1,1′-biindenes. On the other hand, tandem ring-closing metathesis of 1,2-bis(2-allylphenyl)ethynes using the Hoveyda-Grubbs 2nd generation catalyst led to the formation of 2,2′-unsubstituted biindenes. Various symmetrical and unsymmetrical bicyclic dienes were prepared by these ruthenium-based cyclisation methods.
1,1′-Biindenes were prepared from 1,2-bis(2-allylphenyl)ethynes
via
cycloisomerisation and tandem RCM reactions, both of which are catalysed by ruthenium. |
| doi_str_mv | 10.1039/d0ob00179a |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_proquest_miscellaneous_2364031533</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2364031533</sourcerecordid><originalsourceid>FETCH-LOGICAL-c358t-931ea617a23e36424a74d74be01353804ee397024f9a4505d2dfdac3ac7214063</originalsourceid><addsrcrecordid>eNp90c1LwzAYBvAgipvTi3el4kXEar7atMc5P2EwGHouafJWI106k_bQ_97MzQkePOUl-fEQnhehY4KvCWb5jcZNiTERudxBQ8KFiHHC8t3tTPEAHXj_EUwuUr6PBoziPM0IH6L5vGvfwZpuESvZyrr3oCPVq9p42ZrGRg6kWg0-aqqIXBESawM2TuPego9qkNrYt6htotIYqyFcHqK9StYejjbnCL0-3L9MnuLp7PF5Mp7GiiVZG-eMgEyJkJQBSznlUnAteAmYsIRlmAOwXGDKq1zyBCea6kpLxaQSlHCcshG6WOcuXfPZgW-LhfEK6lpaaDpf0JCKGUkYC_T8D_1oOmfD74ISAXFOs6Au10q5xnsHVbF0ZiFdXxBcrJou7vDs9rvpccCnm8iuXIDe0p9qAzhbA-fV9vV3VcVSV8Gc_GfYF_Isi30</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2370314428</pqid></control><display><type>article</type><title>Ruthenium-catalysed cyclisation reactions of 1,11-dien-6-ynes leading to biindenes</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Matsuda, Takanori ; Yonekubo, Naoto</creator><creatorcontrib>Matsuda, Takanori ; Yonekubo, Naoto</creatorcontrib><description>1,2-Bis(2-allylphenyl)ethynes undergo cycloisomerisation reactions in the presence of Cp*Ru(
ii
) catalysts to produce 2,2′-dimethyl-3
H
,3′
H
-1,1′-biindenes. On the other hand, tandem ring-closing metathesis of 1,2-bis(2-allylphenyl)ethynes using the Hoveyda-Grubbs 2nd generation catalyst led to the formation of 2,2′-unsubstituted biindenes. Various symmetrical and unsymmetrical bicyclic dienes were prepared by these ruthenium-based cyclisation methods.
1,1′-Biindenes were prepared from 1,2-bis(2-allylphenyl)ethynes
via
cycloisomerisation and tandem RCM reactions, both of which are catalysed by ruthenium.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d0ob00179a</identifier><identifier>PMID: 32096814</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Catalysts ; Cyclic compounds ; Dienes ; Isomerization ; Metathesis ; Ruthenium ; YneS protein</subject><ispartof>Organic & biomolecular chemistry, 2020-03, Vol.18 (9), p.176-1764</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c358t-931ea617a23e36424a74d74be01353804ee397024f9a4505d2dfdac3ac7214063</cites><orcidid>0000-0002-9927-3599</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/32096814$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Matsuda, Takanori</creatorcontrib><creatorcontrib>Yonekubo, Naoto</creatorcontrib><title>Ruthenium-catalysed cyclisation reactions of 1,11-dien-6-ynes leading to biindenes</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>1,2-Bis(2-allylphenyl)ethynes undergo cycloisomerisation reactions in the presence of Cp*Ru(
ii
) catalysts to produce 2,2′-dimethyl-3
H
,3′
H
-1,1′-biindenes. On the other hand, tandem ring-closing metathesis of 1,2-bis(2-allylphenyl)ethynes using the Hoveyda-Grubbs 2nd generation catalyst led to the formation of 2,2′-unsubstituted biindenes. Various symmetrical and unsymmetrical bicyclic dienes were prepared by these ruthenium-based cyclisation methods.
1,1′-Biindenes were prepared from 1,2-bis(2-allylphenyl)ethynes
via
cycloisomerisation and tandem RCM reactions, both of which are catalysed by ruthenium.</description><subject>Catalysts</subject><subject>Cyclic compounds</subject><subject>Dienes</subject><subject>Isomerization</subject><subject>Metathesis</subject><subject>Ruthenium</subject><subject>YneS protein</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp90c1LwzAYBvAgipvTi3el4kXEar7atMc5P2EwGHouafJWI106k_bQ_97MzQkePOUl-fEQnhehY4KvCWb5jcZNiTERudxBQ8KFiHHC8t3tTPEAHXj_EUwuUr6PBoziPM0IH6L5vGvfwZpuESvZyrr3oCPVq9p42ZrGRg6kWg0-aqqIXBESawM2TuPego9qkNrYt6htotIYqyFcHqK9StYejjbnCL0-3L9MnuLp7PF5Mp7GiiVZG-eMgEyJkJQBSznlUnAteAmYsIRlmAOwXGDKq1zyBCea6kpLxaQSlHCcshG6WOcuXfPZgW-LhfEK6lpaaDpf0JCKGUkYC_T8D_1oOmfD74ISAXFOs6Au10q5xnsHVbF0ZiFdXxBcrJou7vDs9rvpccCnm8iuXIDe0p9qAzhbA-fV9vV3VcVSV8Gc_GfYF_Isi30</recordid><startdate>20200304</startdate><enddate>20200304</enddate><creator>Matsuda, Takanori</creator><creator>Yonekubo, Naoto</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-9927-3599</orcidid></search><sort><creationdate>20200304</creationdate><title>Ruthenium-catalysed cyclisation reactions of 1,11-dien-6-ynes leading to biindenes</title><author>Matsuda, Takanori ; Yonekubo, Naoto</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c358t-931ea617a23e36424a74d74be01353804ee397024f9a4505d2dfdac3ac7214063</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Catalysts</topic><topic>Cyclic compounds</topic><topic>Dienes</topic><topic>Isomerization</topic><topic>Metathesis</topic><topic>Ruthenium</topic><topic>YneS protein</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Matsuda, Takanori</creatorcontrib><creatorcontrib>Yonekubo, Naoto</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Matsuda, Takanori</au><au>Yonekubo, Naoto</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Ruthenium-catalysed cyclisation reactions of 1,11-dien-6-ynes leading to biindenes</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2020-03-04</date><risdate>2020</risdate><volume>18</volume><issue>9</issue><spage>176</spage><epage>1764</epage><pages>176-1764</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>1,2-Bis(2-allylphenyl)ethynes undergo cycloisomerisation reactions in the presence of Cp*Ru(
ii
) catalysts to produce 2,2′-dimethyl-3
H
,3′
H
-1,1′-biindenes. On the other hand, tandem ring-closing metathesis of 1,2-bis(2-allylphenyl)ethynes using the Hoveyda-Grubbs 2nd generation catalyst led to the formation of 2,2′-unsubstituted biindenes. Various symmetrical and unsymmetrical bicyclic dienes were prepared by these ruthenium-based cyclisation methods.
1,1′-Biindenes were prepared from 1,2-bis(2-allylphenyl)ethynes
via
cycloisomerisation and tandem RCM reactions, both of which are catalysed by ruthenium.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>32096814</pmid><doi>10.1039/d0ob00179a</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-9927-3599</orcidid><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 1477-0520 |
| ispartof | Organic & biomolecular chemistry, 2020-03, Vol.18 (9), p.176-1764 |
| issn | 1477-0520 1477-0539 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_2364031533 |
| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Catalysts Cyclic compounds Dienes Isomerization Metathesis Ruthenium YneS protein |
| title | Ruthenium-catalysed cyclisation reactions of 1,11-dien-6-ynes leading to biindenes |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-13T04%3A13%3A59IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Ruthenium-catalysed%20cyclisation%20reactions%20of%201,11-dien-6-ynes%20leading%20to%20biindenes&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Matsuda,%20Takanori&rft.date=2020-03-04&rft.volume=18&rft.issue=9&rft.spage=176&rft.epage=1764&rft.pages=176-1764&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d0ob00179a&rft_dat=%3Cproquest_pubme%3E2364031533%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2370314428&rft_id=info:pmid/32096814&rfr_iscdi=true |