The Hairpin Furans: Easily Prepared Hybrids of Helicenes and Twisted Acenes
The thermal reaction of a cyclopentadienone with 6,6′‐dimethoxy‐5,5′‐binaphthoquinone gives, in a single step, a molecular ribbon consisting of two twisted aromatic systems fused to a heteropentahelicene. Such molecules constitute a new class of chiral polycyclic aromatic compounds, the “hairpin fur...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2015-11, Vol.54 (47), p.13957-13960 |
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| container_title | Angewandte Chemie International Edition |
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| creator | Geng, Xin Donahue, James P. Mague, Joel T. Pascal Jr, Robert A. |
| description | The thermal reaction of a cyclopentadienone with 6,6′‐dimethoxy‐5,5′‐binaphthoquinone gives, in a single step, a molecular ribbon consisting of two twisted aromatic systems fused to a heteropentahelicene. Such molecules constitute a new class of chiral polycyclic aromatic compounds, the “hairpin furans”.
A new twist on furans: The hairpin furans are chiral molecular ribbons consisting of two longitudinally twisted aromatic polycycles fused to a heteropentahelicene. The one‐step synthesis of hairpin furans is reported. |
| doi_str_mv | 10.1002/anie.201506792 |
| format | Article |
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A new twist on furans: The hairpin furans are chiral molecular ribbons consisting of two longitudinally twisted aromatic polycycles fused to a heteropentahelicene. The one‐step synthesis of hairpin furans is reported.</description><subject>acenes</subject><subject>cyclopentadienones</subject><subject>helicenes</subject><subject>polycyclic aromatic compounds</subject><subject>quinones</subject><issn>1433-7851</issn><issn>1521-3773</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2015</creationdate><recordtype>article</recordtype><recordid>eNqFkE1P4zAQhi0E4vvKEVnispd0_ZF4HG6lainLx-6hgMTFcpOJMKRJ1yaC_ntcCtWKy55mNHreV6OHkCPOepwx8dM2DnuC8YwpyMUG2eWZ4IkEkJtxT6VMQGd8h-yF8BR5rZnaJjtCpUwqIXbJ5eQR6dg6P3cNHXXeNuGUDm1w9YL-8Ti3Hks6Xky9KwNtKzrG2hXYYKC2Kenk1YWXCPQ_Tgdkq7J1wMPPuU9uR8PJYJxc_T6_GPSvkiIFEEk5RRE_rqwqEUTO8hIlpJhqllmRVkIVskLUpdBTrbQFXeQZctCcAVTIrNwnP1a9c9_-7TC8mJkLBda1bbDtguGgmNaQgojoyTf0qe18E7-LVAYMmE5VpHorqvBtCB4rM_duZv3CcGaWms1Ss1lrjoHjz9puOsNyjX95jUC-Al5djYv_1Jn-zcXw3_JklV26fVtnrX82CiRk5v7m3NydXWs9-iXNg3wHtTuWZA</recordid><startdate>20151116</startdate><enddate>20151116</enddate><creator>Geng, Xin</creator><creator>Donahue, James P.</creator><creator>Mague, Joel T.</creator><creator>Pascal Jr, Robert A.</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7TM</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20151116</creationdate><title>The Hairpin Furans: Easily Prepared Hybrids of Helicenes and Twisted Acenes</title><author>Geng, Xin ; Donahue, James P. ; Mague, Joel T. ; Pascal Jr, Robert A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c4772-dbe2201fa6de72909de374e4805a24f26c3fee8d28b868a78c95e1781077fe0a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2015</creationdate><topic>acenes</topic><topic>cyclopentadienones</topic><topic>helicenes</topic><topic>polycyclic aromatic compounds</topic><topic>quinones</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Geng, Xin</creatorcontrib><creatorcontrib>Donahue, James P.</creatorcontrib><creatorcontrib>Mague, Joel T.</creatorcontrib><creatorcontrib>Pascal Jr, Robert A.</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Geng, Xin</au><au>Donahue, James P.</au><au>Mague, Joel T.</au><au>Pascal Jr, Robert A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Hairpin Furans: Easily Prepared Hybrids of Helicenes and Twisted Acenes</atitle><jtitle>Angewandte Chemie International Edition</jtitle><addtitle>Angew. Chem. Int. Ed</addtitle><date>2015-11-16</date><risdate>2015</risdate><volume>54</volume><issue>47</issue><spage>13957</spage><epage>13960</epage><pages>13957-13960</pages><issn>1433-7851</issn><eissn>1521-3773</eissn><coden>ACIEAY</coden><abstract>The thermal reaction of a cyclopentadienone with 6,6′‐dimethoxy‐5,5′‐binaphthoquinone gives, in a single step, a molecular ribbon consisting of two twisted aromatic systems fused to a heteropentahelicene. Such molecules constitute a new class of chiral polycyclic aromatic compounds, the “hairpin furans”.
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | acenes cyclopentadienones helicenes polycyclic aromatic compounds quinones |
| title | The Hairpin Furans: Easily Prepared Hybrids of Helicenes and Twisted Acenes |
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