Bridged Imidazolium Salts Used as Precursors for Chelating Carbene Complexes of Palladium in the Mizoroki-Heck Reaction
Abstract A variety of chiral and achiral imidazolium salts is synthesized. Methylene-, ethylene-, propylene- and pyridinyl-bridged bis(imidazolium) halides are used to generate the respective free chelating carbenes. The synthesis of palladium complexes of general formula [CIS-CH 2 {NC(H)=C(H)N(R)C}...
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| Veröffentlicht in: | Synlett 2006-11, Vol.2006 (18), p.2894-2907 |
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| container_title | Synlett |
| container_volume | 2006 |
| creator | Scherg, Tobias Schneider, Sabine K. Frey, Guido D. Schwarz, Jürgen Herdtweck, Eberhardt Herrmann, Wolfgang A. |
| description | Abstract
A variety of chiral and achiral imidazolium salts is synthesized. Methylene-, ethylene-, propylene- and pyridinyl-bridged bis(imidazolium) halides are used to generate the respective free chelating carbenes. The synthesis of palladium complexes of general formula [CIS-CH
2
{NC(H)=C(H)N(R)C}
2
PdX
2
] with these chelating N-heterocyclic carbene ligands is reported. Structural proofs of complexes 28 and 46 are represented by X-ray diffraction studies. Catalytic applications in the Mizoroki-Heck reaction are presented. |
| doi_str_mv | 10.1055/s-2006-951539 |
| format | Article |
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A variety of chiral and achiral imidazolium salts is synthesized. Methylene-, ethylene-, propylene- and pyridinyl-bridged bis(imidazolium) halides are used to generate the respective free chelating carbenes. The synthesis of palladium complexes of general formula [CIS-CH
2
{NC(H)=C(H)N(R)C}
2
PdX
2
] with these chelating N-heterocyclic carbene ligands is reported. Structural proofs of complexes 28 and 46 are represented by X-ray diffraction studies. Catalytic applications in the Mizoroki-Heck reaction are presented.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2006-951539</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2006-11, Vol.2006 (18), p.2894-2907</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c274t-67c1a7eaa59cfbfb10dcd3a83efee3c126f1a7e29b629fc5c101e0d50aff24523</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2006-951539.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2006-951539$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,3005,27901,27902,54534,54535</link.rule.ids></links><search><creatorcontrib>Scherg, Tobias</creatorcontrib><creatorcontrib>Schneider, Sabine K.</creatorcontrib><creatorcontrib>Frey, Guido D.</creatorcontrib><creatorcontrib>Schwarz, Jürgen</creatorcontrib><creatorcontrib>Herdtweck, Eberhardt</creatorcontrib><creatorcontrib>Herrmann, Wolfgang A.</creatorcontrib><title>Bridged Imidazolium Salts Used as Precursors for Chelating Carbene Complexes of Palladium in the Mizoroki-Heck Reaction</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
A variety of chiral and achiral imidazolium salts is synthesized. Methylene-, ethylene-, propylene- and pyridinyl-bridged bis(imidazolium) halides are used to generate the respective free chelating carbenes. The synthesis of palladium complexes of general formula [CIS-CH
2
{NC(H)=C(H)N(R)C}
2
PdX
2
] with these chelating N-heterocyclic carbene ligands is reported. Structural proofs of complexes 28 and 46 are represented by X-ray diffraction studies. Catalytic applications in the Mizoroki-Heck reaction are presented.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><recordid>eNp1kFFLwzAUhYMoOKePvucHGE3Spl0etagbTBzqnstterNlaxtJOtT9elfmq08Xzv04HD5CrgW_FVypu8gk5xnTSqhEn5CRSJP8EOnslIy4TjKmpEjPyUWMG85FOtF8RL4egqtXWNNZ62rY-8btWvoOTR_pMh5iiHQR0OxC9CFS6wMt1thA77oVLSBU2CEtfPvZ4DdG6i1dQNNAPbS4jvZrpC9u74PfOjZFs6VvCKZ3vrskZxaaiFd_d0yWT48fxZTNX59nxf2cGZmnPctyIyBHAKWNrWwleG3qBCYJWsTECJnZ4S91lUltjTKCC-S14mCtTJVMxoQde03wMQa05WdwLYSfUvBysFbGcrBWHq0d-Jsj368dtlhu_C50h4H_4L-u1XAV</recordid><startdate>20061103</startdate><enddate>20061103</enddate><creator>Scherg, Tobias</creator><creator>Schneider, Sabine K.</creator><creator>Frey, Guido D.</creator><creator>Schwarz, Jürgen</creator><creator>Herdtweck, Eberhardt</creator><creator>Herrmann, Wolfgang A.</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20061103</creationdate><title>Bridged Imidazolium Salts Used as Precursors for Chelating Carbene Complexes of Palladium in the Mizoroki-Heck Reaction</title><author>Scherg, Tobias ; Schneider, Sabine K. ; Frey, Guido D. ; Schwarz, Jürgen ; Herdtweck, Eberhardt ; Herrmann, Wolfgang A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c274t-67c1a7eaa59cfbfb10dcd3a83efee3c126f1a7e29b629fc5c101e0d50aff24523</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Scherg, Tobias</creatorcontrib><creatorcontrib>Schneider, Sabine K.</creatorcontrib><creatorcontrib>Frey, Guido D.</creatorcontrib><creatorcontrib>Schwarz, Jürgen</creatorcontrib><creatorcontrib>Herdtweck, Eberhardt</creatorcontrib><creatorcontrib>Herrmann, Wolfgang A.</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Scherg, Tobias</au><au>Schneider, Sabine K.</au><au>Frey, Guido D.</au><au>Schwarz, Jürgen</au><au>Herdtweck, Eberhardt</au><au>Herrmann, Wolfgang A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bridged Imidazolium Salts Used as Precursors for Chelating Carbene Complexes of Palladium in the Mizoroki-Heck Reaction</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2006-11-03</date><risdate>2006</risdate><volume>2006</volume><issue>18</issue><spage>2894</spage><epage>2907</epage><pages>2894-2907</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
A variety of chiral and achiral imidazolium salts is synthesized. Methylene-, ethylene-, propylene- and pyridinyl-bridged bis(imidazolium) halides are used to generate the respective free chelating carbenes. The synthesis of palladium complexes of general formula [CIS-CH
2
{NC(H)=C(H)N(R)C}
2
PdX
2
] with these chelating N-heterocyclic carbene ligands is reported. Structural proofs of complexes 28 and 46 are represented by X-ray diffraction studies. Catalytic applications in the Mizoroki-Heck reaction are presented.</abstract><doi>10.1055/s-2006-951539</doi><tpages>14</tpages></addata></record> |
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| ispartof | Synlett, 2006-11, Vol.2006 (18), p.2894-2907 |
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| language | eng |
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| source | Thieme Connect Journals |
| subjects | letter |
| title | Bridged Imidazolium Salts Used as Precursors for Chelating Carbene Complexes of Palladium in the Mizoroki-Heck Reaction |
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