Reactivity of an Aryl-Substituted Silicon−Silicon Triple Bond: Reactions of a 1,2-Diaryldisilyne with Alkenes
The reactivity of a bulky, diaryl-substituted disilyne, Ar−SiSi−Ar, was examined for the first time. Reaction of the disilyne with ethylene yielded an ethylene-bridged bis(silacyclopropane), which is interpreted as a further reaction product of the initially formed 1,2-disilacyclobutene species wit...
Gespeichert in:
| Veröffentlicht in: | Journal of the American Chemical Society 2010-03, Vol.132 (8), p.2546-2547 |
|---|---|
| Hauptverfasser: | , , , |
| Format: | Artikel |
| Sprache: | eng |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 2547 |
|---|---|
| container_issue | 8 |
| container_start_page | 2546 |
| container_title | Journal of the American Chemical Society |
| container_volume | 132 |
| creator | Han, Joon Soo Sasamori, Takahiro Mizuhata, Yoshiyuki Tokitoh, Norihiro |
| description | The reactivity of a bulky, diaryl-substituted disilyne, Ar−SiSi−Ar, was examined for the first time. Reaction of the disilyne with ethylene yielded an ethylene-bridged bis(silacyclopropane), which is interpreted as a further reaction product of the initially formed 1,2-disilacyclobutene species with ethylene. A cyclohexane fused with a 1,2-disilacyclobutene was obtained in the reaction with cyclohexene. In the reaction with 2,3-dimethyl-1,3-butadiene, a tricyclo derivative was isolated from the complex product mixture. |
| doi_str_mv | 10.1021/ja9108566 |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_733120011</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>733120011</sourcerecordid><originalsourceid>FETCH-LOGICAL-a314t-5d8bf4d579112c1fb9ef567415682ad7e0b8ca8b472b250e2ba2f1831dce791e3</originalsourceid><addsrcrecordid>eNptkMtOwzAQRS0EoqWw4AeQNwghEfA4L5ddKU-pEhIt68iJJ8LFjUvsgPoHrPlEvoRACitWMyOde6S5hOwDOwXG4Wwuh8BEnCQbpA8xZ0EMPNkkfcYYD1KRhD2y49y8PSMuYJv0OAMuEib6xD6gLLx-1X5FbUllRUf1ygTTJnde-8ajolNtdGGrz_eP9UZntV4apBe2Uue0E9jK_eQpnPDgUstWorTTZlUhfdP-iY7MM1bodslWKY3DvfUckMfrq9n4Npjc39yNR5NAhhD5IFYiLyMVp0MAXkCZD7GMkzSCOBFcqhRZLgop8ijlOY8Z8lzyEkQIqsA2g-GAHHXeZW1fGnQ-W2hXoDGyQtu4LA1D4IwBtORxRxa1da7GMlvWetE-kAHLvuvN_upt2YO1tckXqP7I3z5b4LADZOGyuW3qqn3yH9EXpueBjw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>733120011</pqid></control><display><type>article</type><title>Reactivity of an Aryl-Substituted Silicon−Silicon Triple Bond: Reactions of a 1,2-Diaryldisilyne with Alkenes</title><source>ACS Publications</source><creator>Han, Joon Soo ; Sasamori, Takahiro ; Mizuhata, Yoshiyuki ; Tokitoh, Norihiro</creator><creatorcontrib>Han, Joon Soo ; Sasamori, Takahiro ; Mizuhata, Yoshiyuki ; Tokitoh, Norihiro</creatorcontrib><description>The reactivity of a bulky, diaryl-substituted disilyne, Ar−SiSi−Ar, was examined for the first time. Reaction of the disilyne with ethylene yielded an ethylene-bridged bis(silacyclopropane), which is interpreted as a further reaction product of the initially formed 1,2-disilacyclobutene species with ethylene. A cyclohexane fused with a 1,2-disilacyclobutene was obtained in the reaction with cyclohexene. In the reaction with 2,3-dimethyl-1,3-butadiene, a tricyclo derivative was isolated from the complex product mixture.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja9108566</identifier><identifier>PMID: 20128608</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of the American Chemical Society, 2010-03, Vol.132 (8), p.2546-2547</ispartof><rights>Copyright © 2010 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a314t-5d8bf4d579112c1fb9ef567415682ad7e0b8ca8b472b250e2ba2f1831dce791e3</citedby><cites>FETCH-LOGICAL-a314t-5d8bf4d579112c1fb9ef567415682ad7e0b8ca8b472b250e2ba2f1831dce791e3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ja9108566$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja9108566$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/20128608$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Han, Joon Soo</creatorcontrib><creatorcontrib>Sasamori, Takahiro</creatorcontrib><creatorcontrib>Mizuhata, Yoshiyuki</creatorcontrib><creatorcontrib>Tokitoh, Norihiro</creatorcontrib><title>Reactivity of an Aryl-Substituted Silicon−Silicon Triple Bond: Reactions of a 1,2-Diaryldisilyne with Alkenes</title><title>Journal of the American Chemical Society</title><addtitle>J. Am. Chem. Soc</addtitle><description>The reactivity of a bulky, diaryl-substituted disilyne, Ar−SiSi−Ar, was examined for the first time. Reaction of the disilyne with ethylene yielded an ethylene-bridged bis(silacyclopropane), which is interpreted as a further reaction product of the initially formed 1,2-disilacyclobutene species with ethylene. A cyclohexane fused with a 1,2-disilacyclobutene was obtained in the reaction with cyclohexene. In the reaction with 2,3-dimethyl-1,3-butadiene, a tricyclo derivative was isolated from the complex product mixture.</description><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNptkMtOwzAQRS0EoqWw4AeQNwghEfA4L5ddKU-pEhIt68iJJ8LFjUvsgPoHrPlEvoRACitWMyOde6S5hOwDOwXG4Wwuh8BEnCQbpA8xZ0EMPNkkfcYYD1KRhD2y49y8PSMuYJv0OAMuEib6xD6gLLx-1X5FbUllRUf1ygTTJnde-8ajolNtdGGrz_eP9UZntV4apBe2Uue0E9jK_eQpnPDgUstWorTTZlUhfdP-iY7MM1bodslWKY3DvfUckMfrq9n4Npjc39yNR5NAhhD5IFYiLyMVp0MAXkCZD7GMkzSCOBFcqhRZLgop8ijlOY8Z8lzyEkQIqsA2g-GAHHXeZW1fGnQ-W2hXoDGyQtu4LA1D4IwBtORxRxa1da7GMlvWetE-kAHLvuvN_upt2YO1tckXqP7I3z5b4LADZOGyuW3qqn3yH9EXpueBjw</recordid><startdate>20100303</startdate><enddate>20100303</enddate><creator>Han, Joon Soo</creator><creator>Sasamori, Takahiro</creator><creator>Mizuhata, Yoshiyuki</creator><creator>Tokitoh, Norihiro</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20100303</creationdate><title>Reactivity of an Aryl-Substituted Silicon−Silicon Triple Bond: Reactions of a 1,2-Diaryldisilyne with Alkenes</title><author>Han, Joon Soo ; Sasamori, Takahiro ; Mizuhata, Yoshiyuki ; Tokitoh, Norihiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a314t-5d8bf4d579112c1fb9ef567415682ad7e0b8ca8b472b250e2ba2f1831dce791e3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Han, Joon Soo</creatorcontrib><creatorcontrib>Sasamori, Takahiro</creatorcontrib><creatorcontrib>Mizuhata, Yoshiyuki</creatorcontrib><creatorcontrib>Tokitoh, Norihiro</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of the American Chemical Society</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Han, Joon Soo</au><au>Sasamori, Takahiro</au><au>Mizuhata, Yoshiyuki</au><au>Tokitoh, Norihiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Reactivity of an Aryl-Substituted Silicon−Silicon Triple Bond: Reactions of a 1,2-Diaryldisilyne with Alkenes</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2010-03-03</date><risdate>2010</risdate><volume>132</volume><issue>8</issue><spage>2546</spage><epage>2547</epage><pages>2546-2547</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>The reactivity of a bulky, diaryl-substituted disilyne, Ar−SiSi−Ar, was examined for the first time. Reaction of the disilyne with ethylene yielded an ethylene-bridged bis(silacyclopropane), which is interpreted as a further reaction product of the initially formed 1,2-disilacyclobutene species with ethylene. A cyclohexane fused with a 1,2-disilacyclobutene was obtained in the reaction with cyclohexene. In the reaction with 2,3-dimethyl-1,3-butadiene, a tricyclo derivative was isolated from the complex product mixture.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>20128608</pmid><doi>10.1021/ja9108566</doi><tpages>2</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0002-7863 |
| ispartof | Journal of the American Chemical Society, 2010-03, Vol.132 (8), p.2546-2547 |
| issn | 0002-7863 1520-5126 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_733120011 |
| source | ACS Publications |
| title | Reactivity of an Aryl-Substituted Silicon−Silicon Triple Bond: Reactions of a 1,2-Diaryldisilyne with Alkenes |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-05T11%3A42%3A56IST&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=Reactivity%20of%20an%20Aryl-Substituted%20Silicon%E2%88%92Silicon%20Triple%20Bond:%20Reactions%20of%20a%201,2-Diaryldisilyne%20with%20Alkenes&rft.jtitle=Journal%20of%20the%20American%20Chemical%20Society&rft.au=Han,%20Joon%20Soo&rft.date=2010-03-03&rft.volume=132&rft.issue=8&rft.spage=2546&rft.epage=2547&rft.pages=2546-2547&rft.issn=0002-7863&rft.eissn=1520-5126&rft_id=info:doi/10.1021/ja9108566&rft_dat=%3Cproquest_cross%3E733120011%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=733120011&rft_id=info:pmid/20128608&rfr_iscdi=true |