Superelectrophilic activation in superacid HF/SbF^sub 5^: Expanding molecular diversity in nitrogen-containing compounds series by fluorination
In superacid, such as HF/SbF5, functionalized organic molecules can be (poly)protonated to deliver cationic species which can react with very poor nucleophiles. This superelectrophilic activation can be applied to the development of unprecedented organic reactions. Through the use of ammonium-carben...
Gespeichert in:
| Veröffentlicht in: | Journal of fluorine chemistry 2018-10, Vol.214, p.68 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | |
|---|---|
| container_issue | |
| container_start_page | 68 |
| container_title | Journal of fluorine chemistry |
| container_volume | 214 |
| creator | Michelet, Bastien Carreyre, Hélène Lecornué, Frédéric Mingot, Agnès Thibaudeau, Sébastien |
| description | In superacid, such as HF/SbF5, functionalized organic molecules can be (poly)protonated to deliver cationic species which can react with very poor nucleophiles. This superelectrophilic activation can be applied to the development of unprecedented organic reactions. Through the use of ammonium-carbenium dications, activated keteniminium, or other modes of superelectrophilic activation, fluorinated nitrogen-containing building blocks can be efficiently generated. This mode of activation can also be applied for the late-stage insertion of fluorinated moieties on elaborated synthetic or natural bioactive compounds. |
| format | Article |
| fullrecord | <record><control><sourceid>proquest</sourceid><recordid>TN_cdi_proquest_journals_2133830798</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2133830798</sourcerecordid><originalsourceid>FETCH-proquest_journals_21338307983</originalsourceid><addsrcrecordid>eNqNjUFOwzAQRS0EEoFyh5FYRzixqrhsUaPuy7qV47hlKndsPHZFT8GVSRAHYPUX_73_b0TV6E7VSrX6VlRStm3dNGp1Lx6YT1LKTna6Et_bEl1y3tmcQvxAjxaMzXgxGQMBEvAMGIsjbPqX7dDvuAyw3L3C-isaGpGOcA6TX7xJMOLFJcZ8nU3CafPoqLaBskGaURvOMRQaGdgldAzDFQ6-hIT0-7gQdwfj2T395aN47tfvb5s6pvBZHOf9KZREU7VvG6W0kt1Kq_9RP5UFWQQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2133830798</pqid></control><display><type>article</type><title>Superelectrophilic activation in superacid HF/SbF^sub 5^: Expanding molecular diversity in nitrogen-containing compounds series by fluorination</title><source>Elsevier ScienceDirect Journals</source><creator>Michelet, Bastien ; Carreyre, Hélène ; Lecornué, Frédéric ; Mingot, Agnès ; Thibaudeau, Sébastien</creator><creatorcontrib>Michelet, Bastien ; Carreyre, Hélène ; Lecornué, Frédéric ; Mingot, Agnès ; Thibaudeau, Sébastien</creatorcontrib><description>In superacid, such as HF/SbF5, functionalized organic molecules can be (poly)protonated to deliver cationic species which can react with very poor nucleophiles. This superelectrophilic activation can be applied to the development of unprecedented organic reactions. Through the use of ammonium-carbenium dications, activated keteniminium, or other modes of superelectrophilic activation, fluorinated nitrogen-containing building blocks can be efficiently generated. This mode of activation can also be applied for the late-stage insertion of fluorinated moieties on elaborated synthetic or natural bioactive compounds.</description><identifier>ISSN: 0022-1139</identifier><identifier>EISSN: 1873-3328</identifier><language>eng</language><publisher>Lausanne: Elsevier BV</publisher><subject>Acids ; Activation ; Ammonium ; Bioactive compounds ; Biotechnology ; Chemical reactions ; Fluorination ; Genomes ; Nitrogen ; Nucleophiles ; Organic chemistry ; Pharmaceuticals</subject><ispartof>Journal of fluorine chemistry, 2018-10, Vol.214, p.68</ispartof><rights>Copyright Elsevier BV Oct 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780</link.rule.ids></links><search><creatorcontrib>Michelet, Bastien</creatorcontrib><creatorcontrib>Carreyre, Hélène</creatorcontrib><creatorcontrib>Lecornué, Frédéric</creatorcontrib><creatorcontrib>Mingot, Agnès</creatorcontrib><creatorcontrib>Thibaudeau, Sébastien</creatorcontrib><title>Superelectrophilic activation in superacid HF/SbF^sub 5^: Expanding molecular diversity in nitrogen-containing compounds series by fluorination</title><title>Journal of fluorine chemistry</title><description>In superacid, such as HF/SbF5, functionalized organic molecules can be (poly)protonated to deliver cationic species which can react with very poor nucleophiles. This superelectrophilic activation can be applied to the development of unprecedented organic reactions. Through the use of ammonium-carbenium dications, activated keteniminium, or other modes of superelectrophilic activation, fluorinated nitrogen-containing building blocks can be efficiently generated. This mode of activation can also be applied for the late-stage insertion of fluorinated moieties on elaborated synthetic or natural bioactive compounds.</description><subject>Acids</subject><subject>Activation</subject><subject>Ammonium</subject><subject>Bioactive compounds</subject><subject>Biotechnology</subject><subject>Chemical reactions</subject><subject>Fluorination</subject><subject>Genomes</subject><subject>Nitrogen</subject><subject>Nucleophiles</subject><subject>Organic chemistry</subject><subject>Pharmaceuticals</subject><issn>0022-1139</issn><issn>1873-3328</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqNjUFOwzAQRS0EEoFyh5FYRzixqrhsUaPuy7qV47hlKndsPHZFT8GVSRAHYPUX_73_b0TV6E7VSrX6VlRStm3dNGp1Lx6YT1LKTna6Et_bEl1y3tmcQvxAjxaMzXgxGQMBEvAMGIsjbPqX7dDvuAyw3L3C-isaGpGOcA6TX7xJMOLFJcZ8nU3CafPoqLaBskGaURvOMRQaGdgldAzDFQ6-hIT0-7gQdwfj2T395aN47tfvb5s6pvBZHOf9KZREU7VvG6W0kt1Kq_9RP5UFWQQ</recordid><startdate>20181001</startdate><enddate>20181001</enddate><creator>Michelet, Bastien</creator><creator>Carreyre, Hélène</creator><creator>Lecornué, Frédéric</creator><creator>Mingot, Agnès</creator><creator>Thibaudeau, Sébastien</creator><general>Elsevier BV</general><scope>7QF</scope><scope>7QO</scope><scope>7QP</scope><scope>7QQ</scope><scope>7SC</scope><scope>7SE</scope><scope>7SP</scope><scope>7SR</scope><scope>7TA</scope><scope>7TB</scope><scope>7U5</scope><scope>7U7</scope><scope>8BQ</scope><scope>8FD</scope><scope>C1K</scope><scope>F28</scope><scope>FR3</scope><scope>H8D</scope><scope>H8G</scope><scope>JG9</scope><scope>JQ2</scope><scope>KR7</scope><scope>L7M</scope><scope>L~C</scope><scope>L~D</scope><scope>P64</scope></search><sort><creationdate>20181001</creationdate><title>Superelectrophilic activation in superacid HF/SbF^sub 5^: Expanding molecular diversity in nitrogen-containing compounds series by fluorination</title><author>Michelet, Bastien ; Carreyre, Hélène ; Lecornué, Frédéric ; Mingot, Agnès ; Thibaudeau, Sébastien</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-proquest_journals_21338307983</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Acids</topic><topic>Activation</topic><topic>Ammonium</topic><topic>Bioactive compounds</topic><topic>Biotechnology</topic><topic>Chemical reactions</topic><topic>Fluorination</topic><topic>Genomes</topic><topic>Nitrogen</topic><topic>Nucleophiles</topic><topic>Organic chemistry</topic><topic>Pharmaceuticals</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Michelet, Bastien</creatorcontrib><creatorcontrib>Carreyre, Hélène</creatorcontrib><creatorcontrib>Lecornué, Frédéric</creatorcontrib><creatorcontrib>Mingot, Agnès</creatorcontrib><creatorcontrib>Thibaudeau, Sébastien</creatorcontrib><collection>Aluminium Industry Abstracts</collection><collection>Biotechnology Research Abstracts</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Ceramic Abstracts</collection><collection>Computer and Information Systems Abstracts</collection><collection>Corrosion Abstracts</collection><collection>Electronics & Communications Abstracts</collection><collection>Engineered Materials Abstracts</collection><collection>Materials Business File</collection><collection>Mechanical & Transportation Engineering Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Toxicology Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ANTE: Abstracts in New Technology & Engineering</collection><collection>Engineering Research Database</collection><collection>Aerospace Database</collection><collection>Copper Technical Reference Library</collection><collection>Materials Research Database</collection><collection>ProQuest Computer Science Collection</collection><collection>Civil Engineering Abstracts</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>Computer and Information Systems Abstracts Academic</collection><collection>Computer and Information Systems Abstracts Professional</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of fluorine chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Michelet, Bastien</au><au>Carreyre, Hélène</au><au>Lecornué, Frédéric</au><au>Mingot, Agnès</au><au>Thibaudeau, Sébastien</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Superelectrophilic activation in superacid HF/SbF^sub 5^: Expanding molecular diversity in nitrogen-containing compounds series by fluorination</atitle><jtitle>Journal of fluorine chemistry</jtitle><date>2018-10-01</date><risdate>2018</risdate><volume>214</volume><spage>68</spage><pages>68-</pages><issn>0022-1139</issn><eissn>1873-3328</eissn><abstract>In superacid, such as HF/SbF5, functionalized organic molecules can be (poly)protonated to deliver cationic species which can react with very poor nucleophiles. This superelectrophilic activation can be applied to the development of unprecedented organic reactions. Through the use of ammonium-carbenium dications, activated keteniminium, or other modes of superelectrophilic activation, fluorinated nitrogen-containing building blocks can be efficiently generated. This mode of activation can also be applied for the late-stage insertion of fluorinated moieties on elaborated synthetic or natural bioactive compounds.</abstract><cop>Lausanne</cop><pub>Elsevier BV</pub></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0022-1139 |
| ispartof | Journal of fluorine chemistry, 2018-10, Vol.214, p.68 |
| issn | 0022-1139 1873-3328 |
| language | eng |
| recordid | cdi_proquest_journals_2133830798 |
| source | Elsevier ScienceDirect Journals |
| subjects | Acids Activation Ammonium Bioactive compounds Biotechnology Chemical reactions Fluorination Genomes Nitrogen Nucleophiles Organic chemistry Pharmaceuticals |
| title | Superelectrophilic activation in superacid HF/SbF^sub 5^: Expanding molecular diversity in nitrogen-containing compounds series by fluorination |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-28T00%3A14%3A02IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Superelectrophilic%20activation%20in%20superacid%20HF/SbF%5Esub%205%5E:%20Expanding%20molecular%20diversity%20in%20nitrogen-containing%20compounds%20series%20by%20fluorination&rft.jtitle=Journal%20of%20fluorine%20chemistry&rft.au=Michelet,%20Bastien&rft.date=2018-10-01&rft.volume=214&rft.spage=68&rft.pages=68-&rft.issn=0022-1139&rft.eissn=1873-3328&rft_id=info:doi/&rft_dat=%3Cproquest%3E2133830798%3C/proquest%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2133830798&rft_id=info:pmid/&rfr_iscdi=true |