Rhodium-Catalyzed Enantioselective Synthesis, Crystal Structures, and Photophysical Properties of Helically Chiral 1,1′-Bitriphenylenes
The highly enantioselective synthesis of helically chiral 1,1′-bitriphenylenes has been achieved via rhodium-catalyzed double [2 + 2 + 2] cycloaddition of biaryl-linked tetraynes with 1,4-diynes (up to 93% ee). Crystal structures and photophysical properties of these helically chiral 1,1′-bitripheny...
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Veröffentlicht in: | Journal of the American Chemical Society 2012-03, Vol.134 (9), p.4080-4083 |
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container_title | Journal of the American Chemical Society |
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creator | Sawada, Yayoi Furumi, Seiichi Takai, Atsuro Takeuchi, Masayuki Noguchi, Keiichi Tanaka, Ken |
description | The highly enantioselective synthesis of helically chiral 1,1′-bitriphenylenes has been achieved via rhodium-catalyzed double [2 + 2 + 2] cycloaddition of biaryl-linked tetraynes with 1,4-diynes (up to 93% ee). Crystal structures and photophysical properties of these helically chiral 1,1′-bitriphenylenes have also been studied. |
doi_str_mv | 10.1021/ja300278e |
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Crystal structures and photophysical properties of these helically chiral 1,1′-bitriphenylenes have also been studied.</description><identifier>ISSN: 0002-7863</identifier><identifier>EISSN: 1520-5126</identifier><identifier>DOI: 10.1021/ja300278e</identifier><identifier>PMID: 22335235</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Catalysis ; Crystallography, X-Ray ; Cyclization ; Models, Molecular ; Molecular Structure ; Organometallic Compounds - chemistry ; Phenanthrolines - chemical synthesis ; Phenanthrolines - chemistry ; Photochemical Processes ; Rhodium - chemistry ; Stereoisomerism</subject><ispartof>Journal of the American Chemical Society, 2012-03, Vol.134 (9), p.4080-4083</ispartof><rights>Copyright © 2012 American Chemical Society</rights><rights>2012 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a424t-5377cc849a3adb7c9d6ccf0ff9abd6f8620c7ea1f5a4fa7895066adc8caa93bb3</citedby><cites>FETCH-LOGICAL-a424t-5377cc849a3adb7c9d6ccf0ff9abd6f8620c7ea1f5a4fa7895066adc8caa93bb3</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/ja300278e$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ja300278e$$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/22335235$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Sawada, Yayoi</creatorcontrib><creatorcontrib>Furumi, Seiichi</creatorcontrib><creatorcontrib>Takai, Atsuro</creatorcontrib><creatorcontrib>Takeuchi, Masayuki</creatorcontrib><creatorcontrib>Noguchi, Keiichi</creatorcontrib><creatorcontrib>Tanaka, Ken</creatorcontrib><title>Rhodium-Catalyzed Enantioselective Synthesis, Crystal Structures, and Photophysical Properties of Helically Chiral 1,1′-Bitriphenylenes</title><title>Journal of the American Chemical Society</title><addtitle>J. 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Crystal structures and photophysical properties of these helically chiral 1,1′-bitriphenylenes have also been studied.</description><subject>Catalysis</subject><subject>Crystallography, X-Ray</subject><subject>Cyclization</subject><subject>Models, Molecular</subject><subject>Molecular Structure</subject><subject>Organometallic Compounds - chemistry</subject><subject>Phenanthrolines - chemical synthesis</subject><subject>Phenanthrolines - chemistry</subject><subject>Photochemical Processes</subject><subject>Rhodium - chemistry</subject><subject>Stereoisomerism</subject><issn>0002-7863</issn><issn>1520-5126</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2012</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkM1q3TAUhEVoSW6TLPICxZtSCnGiH1u2l4nJTyHQkJ-1OZaPsC6-livJAXfVbV8nj9QnicJNs-rqMDMfA2cIOWL0hFHOTtcgKOVFiTtkxXJO05xx-YGsaHTTopRij3zyfh1lxku2S_Y4FyLnIl-RP3e97cy8SWsIMCy_sEsuRhiDsR4HVME8YXK_jKFHb_xxUrvFRy65D25WYXYYPRi75La3wU794o2K6a2zE7pg0CdWJ9c4vLrDktS9cTFmx-zv7-f03ARnph7HZcAR_QH5qGHwePh298nj5cVDfZ3e_Lj6Xp_dpJDxLKS5KAqlyqwCAV1bqKqTSmmqdQVtJ3UpOVUFAtM5ZBqKssqplNCpUgFUom3FPvm67Z2c_TmjD83GeIXDACPa2TcVl2UhMyYi-W1LKme9d6ibyZkNuKVhtHkdvnkfPrKf31rndoPdO_lv6Qh82QKgfLO2sxvjk_8pegG36Y6l</recordid><startdate>20120307</startdate><enddate>20120307</enddate><creator>Sawada, Yayoi</creator><creator>Furumi, Seiichi</creator><creator>Takai, Atsuro</creator><creator>Takeuchi, Masayuki</creator><creator>Noguchi, Keiichi</creator><creator>Tanaka, Ken</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope></search><sort><creationdate>20120307</creationdate><title>Rhodium-Catalyzed Enantioselective Synthesis, Crystal Structures, and Photophysical Properties of Helically Chiral 1,1′-Bitriphenylenes</title><author>Sawada, Yayoi ; Furumi, Seiichi ; Takai, Atsuro ; Takeuchi, Masayuki ; Noguchi, Keiichi ; Tanaka, Ken</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a424t-5377cc849a3adb7c9d6ccf0ff9abd6f8620c7ea1f5a4fa7895066adc8caa93bb3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2012</creationdate><topic>Catalysis</topic><topic>Crystallography, X-Ray</topic><topic>Cyclization</topic><topic>Models, Molecular</topic><topic>Molecular Structure</topic><topic>Organometallic Compounds - chemistry</topic><topic>Phenanthrolines - chemical synthesis</topic><topic>Phenanthrolines - chemistry</topic><topic>Photochemical Processes</topic><topic>Rhodium - chemistry</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Sawada, Yayoi</creatorcontrib><creatorcontrib>Furumi, Seiichi</creatorcontrib><creatorcontrib>Takai, Atsuro</creatorcontrib><creatorcontrib>Takeuchi, Masayuki</creatorcontrib><creatorcontrib>Noguchi, Keiichi</creatorcontrib><creatorcontrib>Tanaka, Ken</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><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>Sawada, Yayoi</au><au>Furumi, Seiichi</au><au>Takai, Atsuro</au><au>Takeuchi, Masayuki</au><au>Noguchi, Keiichi</au><au>Tanaka, Ken</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rhodium-Catalyzed Enantioselective Synthesis, Crystal Structures, and Photophysical Properties of Helically Chiral 1,1′-Bitriphenylenes</atitle><jtitle>Journal of the American Chemical Society</jtitle><addtitle>J. Am. Chem. Soc</addtitle><date>2012-03-07</date><risdate>2012</risdate><volume>134</volume><issue>9</issue><spage>4080</spage><epage>4083</epage><pages>4080-4083</pages><issn>0002-7863</issn><eissn>1520-5126</eissn><abstract>The highly enantioselective synthesis of helically chiral 1,1′-bitriphenylenes has been achieved via rhodium-catalyzed double [2 + 2 + 2] cycloaddition of biaryl-linked tetraynes with 1,4-diynes (up to 93% ee). Crystal structures and photophysical properties of these helically chiral 1,1′-bitriphenylenes have also been studied.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>22335235</pmid><doi>10.1021/ja300278e</doi><tpages>4</tpages></addata></record> |
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subjects | Catalysis Crystallography, X-Ray Cyclization Models, Molecular Molecular Structure Organometallic Compounds - chemistry Phenanthrolines - chemical synthesis Phenanthrolines - chemistry Photochemical Processes Rhodium - chemistry Stereoisomerism |
title | Rhodium-Catalyzed Enantioselective Synthesis, Crystal Structures, and Photophysical Properties of Helically Chiral 1,1′-Bitriphenylenes |
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