Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction
The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes via a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes,...
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| Veröffentlicht in: | Chemical communications (Cambridge, England) England), 2019, Vol.55 (88), p.13303-13306 |
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| container_title | Chemical communications (Cambridge, England) |
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| creator | Dong, Yafang Takata, Yuta Yoshigoe, Yusuke Sekine, Kohei Kuninobu, Yoichiro |
| description | The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes
via
a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, and silicon-bridged terphenyl compounds, which are not readily obtained using conventional synthetic methods. In addition, we have demonstrated the transformation of the amino groups in these silafluorene derivatives into other substituents. |
| doi_str_mv | 10.1039/c9cc07692a |
| format | Article |
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via
a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, and silicon-bridged terphenyl compounds, which are not readily obtained using conventional synthetic methods. In addition, we have demonstrated the transformation of the amino groups in these silafluorene derivatives into other substituents.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/c9cc07692a</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Chemical synthesis ; Crystallography ; Derivatives ; Friedel-Crafts reaction ; Lewis acid ; Silicon compounds</subject><ispartof>Chemical communications (Cambridge, England), 2019, Vol.55 (88), p.13303-13306</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c358t-3e1d87813998dc1234e83834830a6349be992d0349039068fd62b786614824653</citedby><cites>FETCH-LOGICAL-c358t-3e1d87813998dc1234e83834830a6349be992d0349039068fd62b786614824653</cites><orcidid>0000-0002-8679-9487</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,4010,27904,27905,27906</link.rule.ids></links><search><creatorcontrib>Dong, Yafang</creatorcontrib><creatorcontrib>Takata, Yuta</creatorcontrib><creatorcontrib>Yoshigoe, Yusuke</creatorcontrib><creatorcontrib>Sekine, Kohei</creatorcontrib><creatorcontrib>Kuninobu, Yoichiro</creatorcontrib><title>Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction</title><title>Chemical communications (Cambridge, England)</title><description>The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes
via
a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, and silicon-bridged terphenyl compounds, which are not readily obtained using conventional synthetic methods. In addition, we have demonstrated the transformation of the amino groups in these silafluorene derivatives into other substituents.</description><subject>Chemical synthesis</subject><subject>Crystallography</subject><subject>Derivatives</subject><subject>Friedel-Crafts reaction</subject><subject>Lewis acid</subject><subject>Silicon compounds</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNpdkcFKxDAQhoMouK5efIKAFxGqSZO2yXEprgoLXhS8lTSZslm6zZq0K_Xk0btv6JOYdT05lxmYb37-mUHonJJrSpi80VJrUuQyVQdoQlnOk4yLl8NdncmkYDw7RichrEgMmokJ-lzAmw1YaWsSrXrVju9gcBi7fgkhNlyDg21V0w7OQwfYgLdb1dstBNx4t8a13SyhG9uo0Rls7HI03u1GukhsrcIKGzfULfzqJHNvwUD7_fFVetX0AXtQureuO0VHjWoDnP3lKXqe3z6V98ni8e6hnC0SzTLRJwyoEYWgTEphNE0ZB8EE44IRlTMua5AyNSRW8RwkF43J07oQeU65SHmesSm63OtuvHsdIPTV2gYN7c6wG0KVMlJEdSJ4RC_-oSs3-C66ixSlhMcgkbraUzruHTw01cbbtfJjRUm1e0pVyrL8fcqM_QD3TICH</recordid><startdate>2019</startdate><enddate>2019</enddate><creator>Dong, Yafang</creator><creator>Takata, Yuta</creator><creator>Yoshigoe, Yusuke</creator><creator>Sekine, Kohei</creator><creator>Kuninobu, Yoichiro</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-8679-9487</orcidid></search><sort><creationdate>2019</creationdate><title>Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction</title><author>Dong, Yafang ; Takata, Yuta ; Yoshigoe, Yusuke ; Sekine, Kohei ; Kuninobu, Yoichiro</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c358t-3e1d87813998dc1234e83834830a6349be992d0349039068fd62b786614824653</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Chemical synthesis</topic><topic>Crystallography</topic><topic>Derivatives</topic><topic>Friedel-Crafts reaction</topic><topic>Lewis acid</topic><topic>Silicon compounds</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Dong, Yafang</creatorcontrib><creatorcontrib>Takata, Yuta</creatorcontrib><creatorcontrib>Yoshigoe, Yusuke</creatorcontrib><creatorcontrib>Sekine, Kohei</creatorcontrib><creatorcontrib>Kuninobu, Yoichiro</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Dong, Yafang</au><au>Takata, Yuta</au><au>Yoshigoe, Yusuke</au><au>Sekine, Kohei</au><au>Kuninobu, Yoichiro</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2019</date><risdate>2019</risdate><volume>55</volume><issue>88</issue><spage>13303</spage><epage>13306</epage><pages>13303-13306</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>The synthesis of silafluorene derivatives from aminobiphenyl compounds and dihydrosilanes
via
a double sila-Friedel–Crafts reaction using a borane catalyst has been achieved. This method is applicable to the synthesis of a variety of silafluorene derivatives, such as multisubstituted silafluorenes, spirosilabifluorenes, and silicon-bridged terphenyl compounds, which are not readily obtained using conventional synthetic methods. In addition, we have demonstrated the transformation of the amino groups in these silafluorene derivatives into other substituents.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9cc07692a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0002-8679-9487</orcidid></addata></record> |
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| ispartof | Chemical communications (Cambridge, England), 2019, Vol.55 (88), p.13303-13306 |
| issn | 1359-7345 1364-548X |
| language | eng |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Chemical synthesis Crystallography Derivatives Friedel-Crafts reaction Lewis acid Silicon compounds |
| title | Lewis acid-catalyzed synthesis of silafluorene derivatives from biphenyls and dihydrosilanes via a double sila-Friedel–Crafts reaction |
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