Synthesis and reactivity of new strained cyclic allene and alkyne precursors
The synthesis of -(trimethylsilyl)vinyl triflates is described. Fluoride-induced decomposition of these triflates leads to the generation of strained cycloallenes and cycloalkynes under mild reaction conditions. The generation rate of these highly reactive intermediates can be modulated by modifying...
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| Veröffentlicht in: | Pure and applied chemistry 2006-02, Vol.78 (2), p.451-455 |
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| container_end_page | 455 |
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| container_issue | 2 |
| container_start_page | 451 |
| container_title | Pure and applied chemistry |
| container_volume | 78 |
| creator | Peña, Diego Iglesias, Beatriz Quintana, Iago Pérez, Dolores Guitián, Enrique Castedo, Luis |
| description | The synthesis of
-(trimethylsilyl)vinyl triflates is described. Fluoride-induced decomposition of these triflates leads to the generation of strained cycloallenes and cycloalkynes under mild reaction conditions. The generation rate of these highly reactive intermediates can be modulated by modifying the solubility of the fluoride source. The slow generation of cyclic allenes and alkynes is a prerequisite for their use in homogeneous catalysis. |
| doi_str_mv | 10.1351/pac200678020451 |
| format | Article |
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-(trimethylsilyl)vinyl triflates is described. Fluoride-induced decomposition of these triflates leads to the generation of strained cycloallenes and cycloalkynes under mild reaction conditions. The generation rate of these highly reactive intermediates can be modulated by modifying the solubility of the fluoride source. The slow generation of cyclic allenes and alkynes is a prerequisite for their use in homogeneous catalysis.</description><identifier>ISSN: 0033-4545</identifier><identifier>EISSN: 1365-3075</identifier><identifier>DOI: 10.1351/pac200678020451</identifier><language>eng</language><publisher>Berlin: De Gruyter</publisher><subject>Alkynes ; Allene ; benzyne ; Catalysis ; cyclic allenes ; cycloalkynes ; Fluorides ; palladium ; Synthesis</subject><ispartof>Pure and applied chemistry, 2006-02, Vol.78 (2), p.451-455</ispartof><rights>2013 Walter de Gruyter GmbH, Berlin/Boston</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c430t-a0515800ef9fda86250a90486cb3e70b3d82e2faab224bf8f9703ed7d2fdaa263</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,27901,27902</link.rule.ids></links><search><creatorcontrib>Peña, Diego</creatorcontrib><creatorcontrib>Iglesias, Beatriz</creatorcontrib><creatorcontrib>Quintana, Iago</creatorcontrib><creatorcontrib>Pérez, Dolores</creatorcontrib><creatorcontrib>Guitián, Enrique</creatorcontrib><creatorcontrib>Castedo, Luis</creatorcontrib><title>Synthesis and reactivity of new strained cyclic allene and alkyne precursors</title><title>Pure and applied chemistry</title><description>The synthesis of
-(trimethylsilyl)vinyl triflates is described. Fluoride-induced decomposition of these triflates leads to the generation of strained cycloallenes and cycloalkynes under mild reaction conditions. The generation rate of these highly reactive intermediates can be modulated by modifying the solubility of the fluoride source. The slow generation of cyclic allenes and alkynes is a prerequisite for their use in homogeneous catalysis.</description><subject>Alkynes</subject><subject>Allene</subject><subject>benzyne</subject><subject>Catalysis</subject><subject>cyclic allenes</subject><subject>cycloalkynes</subject><subject>Fluorides</subject><subject>palladium</subject><subject>Synthesis</subject><issn>0033-4545</issn><issn>1365-3075</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNp1kM9Lw0AQhRdRsFbPXgOeY2d_JZuDBylahYIH9Rwmm1lNjUncTSz5702tIAie5h2-7w08xs45XHKp-aJDKwCS1IAApfkBm3GZ6FhCqg_ZDEDKWGmlj9lJCBsAUJkSM7Z-HJv-lUIVImzKyBPavvqs-jFqXdTQNgq9x6qhMrKjrSsbYV1TQ98w1m_jFDtPdvCh9eGUHTmsA5393Dl7vr15Wt7F64fV_fJ6HVsloY8RNNcGgFzmSjSJ0IAZKJPYQlIKhSyNIOEQCyFU4YzLUpBUpqWYcBSJnLOLfW_n24-BQp9v2sE308tcCAncpMJkE7XYU9a3IXhyeeerd_RjziHfTZb_mWwyrvbGFuuefEkvfhin8Fv_j5kasfO_AKO8ctg</recordid><startdate>20060201</startdate><enddate>20060201</enddate><creator>Peña, Diego</creator><creator>Iglesias, Beatriz</creator><creator>Quintana, Iago</creator><creator>Pérez, Dolores</creator><creator>Guitián, Enrique</creator><creator>Castedo, Luis</creator><general>De Gruyter</general><general>Walter de Gruyter GmbH</general><scope>AAYXX</scope><scope>CITATION</scope><scope>K9.</scope></search><sort><creationdate>20060201</creationdate><title>Synthesis and reactivity of new strained cyclic allene and alkyne precursors</title><author>Peña, Diego ; Iglesias, Beatriz ; Quintana, Iago ; Pérez, Dolores ; Guitián, Enrique ; Castedo, Luis</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c430t-a0515800ef9fda86250a90486cb3e70b3d82e2faab224bf8f9703ed7d2fdaa263</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Alkynes</topic><topic>Allene</topic><topic>benzyne</topic><topic>Catalysis</topic><topic>cyclic allenes</topic><topic>cycloalkynes</topic><topic>Fluorides</topic><topic>palladium</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peña, Diego</creatorcontrib><creatorcontrib>Iglesias, Beatriz</creatorcontrib><creatorcontrib>Quintana, Iago</creatorcontrib><creatorcontrib>Pérez, Dolores</creatorcontrib><creatorcontrib>Guitián, Enrique</creatorcontrib><creatorcontrib>Castedo, Luis</creatorcontrib><collection>CrossRef</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><jtitle>Pure and applied chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Peña, Diego</au><au>Iglesias, Beatriz</au><au>Quintana, Iago</au><au>Pérez, Dolores</au><au>Guitián, Enrique</au><au>Castedo, Luis</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and reactivity of new strained cyclic allene and alkyne precursors</atitle><jtitle>Pure and applied chemistry</jtitle><date>2006-02-01</date><risdate>2006</risdate><volume>78</volume><issue>2</issue><spage>451</spage><epage>455</epage><pages>451-455</pages><issn>0033-4545</issn><eissn>1365-3075</eissn><abstract>The synthesis of
-(trimethylsilyl)vinyl triflates is described. Fluoride-induced decomposition of these triflates leads to the generation of strained cycloallenes and cycloalkynes under mild reaction conditions. The generation rate of these highly reactive intermediates can be modulated by modifying the solubility of the fluoride source. The slow generation of cyclic allenes and alkynes is a prerequisite for their use in homogeneous catalysis.</abstract><cop>Berlin</cop><pub>De Gruyter</pub><doi>10.1351/pac200678020451</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Pure and applied chemistry, 2006-02, Vol.78 (2), p.451-455 |
| issn | 0033-4545 1365-3075 |
| language | eng |
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| source | Elektronische Zeitschriftenbibliothek - Frei zugängliche E-Journals; Free Full-Text Journals in Chemistry |
| subjects | Alkynes Allene benzyne Catalysis cyclic allenes cycloalkynes Fluorides palladium Synthesis |
| title | Synthesis and reactivity of new strained cyclic allene and alkyne precursors |
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