Catalyst-Guided C=Het Hydroarylations by Manganese-Catalyzed Additive-Free C−H Activation
Expedient hydroarylations of C=Het bonds (Het=heteroatom) were accomplished by user‐friendly organometallic C−H activation in a positional‐selective manner. The broadly applicable C−H functionalization platform enabled the step‐economical transformation of aldehydes, ketones, and imines under additi...
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| Veröffentlicht in: | Chemistry : a European journal 2016-10, Vol.22 (42), p.14856-14859 |
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| container_title | Chemistry : a European journal |
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| creator | Liang, Yu-Feng Massignan, Leonardo Liu, Weiping Ackermann, Lutz |
| description | Expedient hydroarylations of C=Het bonds (Het=heteroatom) were accomplished by user‐friendly organometallic C−H activation in a positional‐selective manner. The broadly applicable C−H functionalization platform enabled the step‐economical transformation of aldehydes, ketones, and imines under additive‐free reaction conditions. In contrast to palladium, rhodium, ruthenium, rhenium, iridium, nickel, and cobalt catalysis, solely manganese(I) complexes outcompeted the innate substrate control, clearly highlighting the unique power of manganese(I) C−H activation catalysis.
One catalyst to rule them all: The unique selectivity of manganese(I) catalysis in heteroarene C−H activation set the stage for positional selective hydroarylations with ample scope under additive‐free conditions, outcompeting palladium, rhodium, ruthenium, rhenium, iridium, nickel, iron, and cobalt catalysts. |
| doi_str_mv | 10.1002/chem.201603848 |
| format | Article |
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One catalyst to rule them all: The unique selectivity of manganese(I) catalysis in heteroarene C−H activation set the stage for positional selective hydroarylations with ample scope under additive‐free conditions, outcompeting palladium, rhodium, ruthenium, rhenium, iridium, nickel, iron, and cobalt catalysts.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201603848</identifier><identifier>PMID: 27556882</identifier><identifier>CODEN: CEUJED</identifier><language>eng</language><publisher>Germany: Blackwell Publishing Ltd</publisher><subject>Activation ; Aldehydes ; Bonding ; Catalysis ; catalyst control ; Catalysts ; Chemistry ; Cobalt ; C−H activation ; Economics ; imine ; Imines ; Iridium ; ketone ; Ketones ; Manganese ; Nickel ; Palladium ; Rhenium ; Rhodium ; Ruthenium</subject><ispartof>Chemistry : a European journal, 2016-10, Vol.22 (42), p.14856-14859</ispartof><rights>2016 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5758-52f8d4dc916f837efee77f7ae6b5882448dca4bc65d621af193b6f2df50a12d43</citedby><cites>FETCH-LOGICAL-c5758-52f8d4dc916f837efee77f7ae6b5882448dca4bc65d621af193b6f2df50a12d43</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fchem.201603848$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.201603848$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>314,776,780,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/27556882$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Liang, Yu-Feng</creatorcontrib><creatorcontrib>Massignan, Leonardo</creatorcontrib><creatorcontrib>Liu, Weiping</creatorcontrib><creatorcontrib>Ackermann, Lutz</creatorcontrib><title>Catalyst-Guided C=Het Hydroarylations by Manganese-Catalyzed Additive-Free C−H Activation</title><title>Chemistry : a European journal</title><addtitle>Chem. Eur. J</addtitle><description>Expedient hydroarylations of C=Het bonds (Het=heteroatom) were accomplished by user‐friendly organometallic C−H activation in a positional‐selective manner. The broadly applicable C−H functionalization platform enabled the step‐economical transformation of aldehydes, ketones, and imines under additive‐free reaction conditions. In contrast to palladium, rhodium, ruthenium, rhenium, iridium, nickel, and cobalt catalysis, solely manganese(I) complexes outcompeted the innate substrate control, clearly highlighting the unique power of manganese(I) C−H activation catalysis.
One catalyst to rule them all: The unique selectivity of manganese(I) catalysis in heteroarene C−H activation set the stage for positional selective hydroarylations with ample scope under additive‐free conditions, outcompeting palladium, rhodium, ruthenium, rhenium, iridium, nickel, iron, and cobalt catalysts.</description><subject>Activation</subject><subject>Aldehydes</subject><subject>Bonding</subject><subject>Catalysis</subject><subject>catalyst control</subject><subject>Catalysts</subject><subject>Chemistry</subject><subject>Cobalt</subject><subject>C−H activation</subject><subject>Economics</subject><subject>imine</subject><subject>Imines</subject><subject>Iridium</subject><subject>ketone</subject><subject>Ketones</subject><subject>Manganese</subject><subject>Nickel</subject><subject>Palladium</subject><subject>Rhenium</subject><subject>Rhodium</subject><subject>Ruthenium</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNqNkc1u1DAURi0EotPCliWKxIaNB__bWbAYRe0EqVNYFFGJheXEN5CSmRQ7gYYnYM0j8iS4pIwQC2Bl6eqcT9f3Q-gRJUtKCHtWv4ftkhGqCDfC3EELKhnFXCt5Fy1ILjRWkucH6DDGS0JIrji_jw6YllIZwxbobeEG101xwOux9eCz4nkJQ1ZOPvQuTJ0b2n4Xs2rKNm73zu0gAp6VLwleed8O7SfAJwEgK75__VZmqzpNfmoP0L3GdREe3r5H6PXJ8XlR4tOX6xfF6hTXUkuDJWuMF77OqWoM19AAaN1oB6qSaUchjK-dqGolvWLUNTTnlWqYbyRxlHnBj9DTOfcq9B9HiIPdtrGGrkvr9mO01AhpqBSc_AfKJdfpTjqhT_5AL_sx7NJHLM2J5pxQmf-VMkxyrrViiVrOVB36GAM09iq023RfS4m96dHe9Gj3PSbh8W3sWG3B7_FfxSUgn4HPbQfTP-JsUR5vfg_Hs9vGAa73rgsfrNJcS_vmbG0vzi_ONuYVsYT_AFubt9Y</recordid><startdate>20161010</startdate><enddate>20161010</enddate><creator>Liang, Yu-Feng</creator><creator>Massignan, Leonardo</creator><creator>Liu, Weiping</creator><creator>Ackermann, Lutz</creator><general>Blackwell Publishing Ltd</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20161010</creationdate><title>Catalyst-Guided C=Het Hydroarylations by Manganese-Catalyzed Additive-Free C−H Activation</title><author>Liang, Yu-Feng ; Massignan, Leonardo ; Liu, Weiping ; Ackermann, Lutz</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5758-52f8d4dc916f837efee77f7ae6b5882448dca4bc65d621af193b6f2df50a12d43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Activation</topic><topic>Aldehydes</topic><topic>Bonding</topic><topic>Catalysis</topic><topic>catalyst control</topic><topic>Catalysts</topic><topic>Chemistry</topic><topic>Cobalt</topic><topic>C−H activation</topic><topic>Economics</topic><topic>imine</topic><topic>Imines</topic><topic>Iridium</topic><topic>ketone</topic><topic>Ketones</topic><topic>Manganese</topic><topic>Nickel</topic><topic>Palladium</topic><topic>Rhenium</topic><topic>Rhodium</topic><topic>Ruthenium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Liang, Yu-Feng</creatorcontrib><creatorcontrib>Massignan, Leonardo</creatorcontrib><creatorcontrib>Liu, Weiping</creatorcontrib><creatorcontrib>Ackermann, Lutz</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Liang, Yu-Feng</au><au>Massignan, Leonardo</au><au>Liu, Weiping</au><au>Ackermann, Lutz</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Catalyst-Guided C=Het Hydroarylations by Manganese-Catalyzed Additive-Free C−H Activation</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. Eur. J</addtitle><date>2016-10-10</date><risdate>2016</risdate><volume>22</volume><issue>42</issue><spage>14856</spage><epage>14859</epage><pages>14856-14859</pages><issn>0947-6539</issn><eissn>1521-3765</eissn><coden>CEUJED</coden><abstract>Expedient hydroarylations of C=Het bonds (Het=heteroatom) were accomplished by user‐friendly organometallic C−H activation in a positional‐selective manner. The broadly applicable C−H functionalization platform enabled the step‐economical transformation of aldehydes, ketones, and imines under additive‐free reaction conditions. In contrast to palladium, rhodium, ruthenium, rhenium, iridium, nickel, and cobalt catalysis, solely manganese(I) complexes outcompeted the innate substrate control, clearly highlighting the unique power of manganese(I) C−H activation catalysis.
One catalyst to rule them all: The unique selectivity of manganese(I) catalysis in heteroarene C−H activation set the stage for positional selective hydroarylations with ample scope under additive‐free conditions, outcompeting palladium, rhodium, ruthenium, rhenium, iridium, nickel, iron, and cobalt catalysts.</abstract><cop>Germany</cop><pub>Blackwell Publishing Ltd</pub><pmid>27556882</pmid><doi>10.1002/chem.201603848</doi><tpages>4</tpages></addata></record> |
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| source | Wiley Online Library Journals Frontfile Complete |
| subjects | Activation Aldehydes Bonding Catalysis catalyst control Catalysts Chemistry Cobalt C−H activation Economics imine Imines Iridium ketone Ketones Manganese Nickel Palladium Rhenium Rhodium Ruthenium |
| title | Catalyst-Guided C=Het Hydroarylations by Manganese-Catalyzed Additive-Free C−H Activation |
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