Templated deprotonative metalation of polyaryl systems: Facile access to simple, previously inaccessible multi-iodoarenes
The development of new methodologies to affect non- -functionalization of arenes has emerged as a globally important arena for research, which is key to both fundamental studies and applied technologies. A range of simple arene feedstocks (namely, biphenyl, -terphenyl, -terphenyl, 1,3,5-triphenylben...
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creator | Martínez-Martínez, Antonio J Justice, Stephen Fleming, Ben J Kennedy, Alan R Oswald, Iain D H O'Hara, Charles T |
description | The development of new methodologies to affect non-
-functionalization of arenes has emerged as a globally important arena for research, which is key to both fundamental studies and applied technologies. A range of simple arene feedstocks (namely, biphenyl,
-terphenyl,
-terphenyl, 1,3,5-triphenylbenzene, and biphenylene) is transformed to hitherto unobtainable multi-iodoarenes via an s-block metal sodium magnesiate templated deprotonative approach. These iodoarenes have the potential to be used in a whole host of high-impact transformations, as precursors to key materials in the pharmaceutical, molecular electronic, and nanomaterials industries. To prove the concept, we transformed biphenyl to 3,5-bis(
-carbazolyl)-1,1'-biphenyl, a novel isomer of 4,4'-bis(
-carbazolyl)-1,1'-biphenyl (CPB), a compound which is currently widely used as a host material for organic light-emitting diodes. |
doi_str_mv | 10.1126/sciadv.1700832 |
format | Article |
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-terphenyl,
-terphenyl, 1,3,5-triphenylbenzene, and biphenylene) is transformed to hitherto unobtainable multi-iodoarenes via an s-block metal sodium magnesiate templated deprotonative approach. These iodoarenes have the potential to be used in a whole host of high-impact transformations, as precursors to key materials in the pharmaceutical, molecular electronic, and nanomaterials industries. To prove the concept, we transformed biphenyl to 3,5-bis(
-carbazolyl)-1,1'-biphenyl, a novel isomer of 4,4'-bis(
-carbazolyl)-1,1'-biphenyl (CPB), a compound which is currently widely used as a host material for organic light-emitting diodes.</description><identifier>ISSN: 2375-2548</identifier><identifier>EISSN: 2375-2548</identifier><identifier>DOI: 10.1126/sciadv.1700832</identifier><identifier>PMID: 28695201</identifier><language>eng</language><publisher>United States: American Association for the Advancement of Science</publisher><subject>Chemistry ; SciAdv r-articles</subject><ispartof>Science advances, 2017-06, Vol.3 (6), p.e1700832-e1700832</ispartof><rights>Copyright © 2017 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works. Distributed under a Creative Commons Attribution License 4.0 (CC BY). 2017 The Authors</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c390t-a977ce3ac388ecf4e5fdb35bbc9a8aa9db08295b6bfea82ee7f807f0d70461833</citedby><cites>FETCH-LOGICAL-c390t-a977ce3ac388ecf4e5fdb35bbc9a8aa9db08295b6bfea82ee7f807f0d70461833</cites><orcidid>0000-0003-4339-9392 ; 0000-0002-1691-1568</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC5493416/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC5493416/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27924,27925,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28695201$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Martínez-Martínez, Antonio J</creatorcontrib><creatorcontrib>Justice, Stephen</creatorcontrib><creatorcontrib>Fleming, Ben J</creatorcontrib><creatorcontrib>Kennedy, Alan R</creatorcontrib><creatorcontrib>Oswald, Iain D H</creatorcontrib><creatorcontrib>O'Hara, Charles T</creatorcontrib><title>Templated deprotonative metalation of polyaryl systems: Facile access to simple, previously inaccessible multi-iodoarenes</title><title>Science advances</title><addtitle>Sci Adv</addtitle><description>The development of new methodologies to affect non-
-functionalization of arenes has emerged as a globally important arena for research, which is key to both fundamental studies and applied technologies. A range of simple arene feedstocks (namely, biphenyl,
-terphenyl,
-terphenyl, 1,3,5-triphenylbenzene, and biphenylene) is transformed to hitherto unobtainable multi-iodoarenes via an s-block metal sodium magnesiate templated deprotonative approach. These iodoarenes have the potential to be used in a whole host of high-impact transformations, as precursors to key materials in the pharmaceutical, molecular electronic, and nanomaterials industries. To prove the concept, we transformed biphenyl to 3,5-bis(
-carbazolyl)-1,1'-biphenyl, a novel isomer of 4,4'-bis(
-carbazolyl)-1,1'-biphenyl (CPB), a compound which is currently widely used as a host material for organic light-emitting diodes.</description><subject>Chemistry</subject><subject>SciAdv r-articles</subject><issn>2375-2548</issn><issn>2375-2548</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNpVUcFq3DAQFaElCdtccyw65lBvJcuypR4CZekmgUAvyVmM5XGrIluupF3w38dlN8v2NMO8N2_m8Qi55WzNeVl_TdZBt1_zhjElygtyXYpGFqWs1Iez_orcpPSHMcarupZcX5KrUtValoxfk_kFh8lDxo52OMWQwwjZ7ZEOmGGZuzDS0NMp-Bni7GmaU8YhfaNbsM4jBWsxJZoDTW4Rwi90irh3YZf8TN14gF27MIedz65woQsQccT0iXzswSe8OdYVed3-eNk8Fs8_H542358LKzTLBeimsSjACqXQ9hXKvmuFbFurQQHormWq1LKt2x5BlYhNr1jTs65hVc2VECtyf9Cddu2AncUxR_Bmim5YHJkAzvyPjO63-RX2RlZaVLxeBO6OAjH83WHKZnDJovcw4uLTcM0bXQsm-UJdH6g2hpQi9qcznJl_kZlDZOYY2bLw-fy5E_09IPEGpGOYoA</recordid><startdate>20170601</startdate><enddate>20170601</enddate><creator>Martínez-Martínez, Antonio J</creator><creator>Justice, Stephen</creator><creator>Fleming, Ben J</creator><creator>Kennedy, Alan R</creator><creator>Oswald, Iain D H</creator><creator>O'Hara, Charles T</creator><general>American Association for the Advancement of Science</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0003-4339-9392</orcidid><orcidid>https://orcid.org/0000-0002-1691-1568</orcidid></search><sort><creationdate>20170601</creationdate><title>Templated deprotonative metalation of polyaryl systems: Facile access to simple, previously inaccessible multi-iodoarenes</title><author>Martínez-Martínez, Antonio J ; Justice, Stephen ; Fleming, Ben J ; Kennedy, Alan R ; Oswald, Iain D H ; O'Hara, Charles T</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c390t-a977ce3ac388ecf4e5fdb35bbc9a8aa9db08295b6bfea82ee7f807f0d70461833</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Chemistry</topic><topic>SciAdv r-articles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Martínez-Martínez, Antonio J</creatorcontrib><creatorcontrib>Justice, Stephen</creatorcontrib><creatorcontrib>Fleming, Ben J</creatorcontrib><creatorcontrib>Kennedy, Alan R</creatorcontrib><creatorcontrib>Oswald, Iain D H</creatorcontrib><creatorcontrib>O'Hara, Charles T</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Science advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Martínez-Martínez, Antonio J</au><au>Justice, Stephen</au><au>Fleming, Ben J</au><au>Kennedy, Alan R</au><au>Oswald, Iain D H</au><au>O'Hara, Charles T</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Templated deprotonative metalation of polyaryl systems: Facile access to simple, previously inaccessible multi-iodoarenes</atitle><jtitle>Science advances</jtitle><addtitle>Sci Adv</addtitle><date>2017-06-01</date><risdate>2017</risdate><volume>3</volume><issue>6</issue><spage>e1700832</spage><epage>e1700832</epage><pages>e1700832-e1700832</pages><issn>2375-2548</issn><eissn>2375-2548</eissn><abstract>The development of new methodologies to affect non-
-functionalization of arenes has emerged as a globally important arena for research, which is key to both fundamental studies and applied technologies. A range of simple arene feedstocks (namely, biphenyl,
-terphenyl,
-terphenyl, 1,3,5-triphenylbenzene, and biphenylene) is transformed to hitherto unobtainable multi-iodoarenes via an s-block metal sodium magnesiate templated deprotonative approach. These iodoarenes have the potential to be used in a whole host of high-impact transformations, as precursors to key materials in the pharmaceutical, molecular electronic, and nanomaterials industries. To prove the concept, we transformed biphenyl to 3,5-bis(
-carbazolyl)-1,1'-biphenyl, a novel isomer of 4,4'-bis(
-carbazolyl)-1,1'-biphenyl (CPB), a compound which is currently widely used as a host material for organic light-emitting diodes.</abstract><cop>United States</cop><pub>American Association for the Advancement of Science</pub><pmid>28695201</pmid><doi>10.1126/sciadv.1700832</doi><orcidid>https://orcid.org/0000-0003-4339-9392</orcidid><orcidid>https://orcid.org/0000-0002-1691-1568</orcidid><oa>free_for_read</oa></addata></record> |
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subjects | Chemistry SciAdv r-articles |
title | Templated deprotonative metalation of polyaryl systems: Facile access to simple, previously inaccessible multi-iodoarenes |
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