Stable N‐Heterocyclic Carbene (NHC)–Palladium(0) Complexes as Active Catalysts for Olefin Cyclopropanation Reactions with Ethyl Diazoacetate
Identifieur interne : 000510 ( Main/Exploration ); précédent : 000509; suivant : 000511Stable N‐Heterocyclic Carbene (NHC)–Palladium(0) Complexes as Active Catalysts for Olefin Cyclopropanation Reactions with Ethyl Diazoacetate
Auteurs : Carmen Martín ; Francisco Molina ; Francisco Alvarez [Espagne] ; Francisco BelderrainSource :
- Chemistry – A European Journal [ 0947-6539 ] ; 2011-12-23.
English descriptors
Abstract
The Pd0 complexes [(NHC)PdLn] (NHC=N‐heterocyclic carbene ligand; L=styrene for n=2 or PR3 for n=1) efficiently catalyse olefin cyclopropanation by using ethyl diazoacetate (EDA) as the carbene source with activities that improve on previously described catalytic systems based on this metal. Mechanistic studies have shown that all of these catalyst precursors deliver the same catalytic species in solution, that is, [(IPr)Pd(sty)], a 14e− unsaturated intermediate that further reacts with EDA to afford [(IPr)Pd(CHCO2Et)(sty)], from which the cyclopropane is formed.
Url:
DOI: 10.1002/chem.201102900
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Eur. J.</title><idno type="ISSN">0947-6539</idno><idno type="eISSN">1521-3765</idno><imprint><publisher>WILEY‐VCH Verlag</publisher><pubPlace>Weinheim</pubPlace><date type="published" when="2011-12-23">2011-12-23</date><biblScope unit="volume">17</biblScope><biblScope unit="issue">52</biblScope><biblScope unit="page" from="14885">14885</biblScope><biblScope unit="page" to="14895">14895</biblScope></imprint><idno type="ISSN">0947-6539</idno></series><idno type="istex">0B54222E6312C28D2035AE355B80DE0059C2B434</idno><idno type="DOI">10.1002/chem.201102900</idno><idno type="ArticleID">CHEM201102900</idno></biblStruct></sourceDesc><seriesStmt><idno type="ISSN">0947-6539</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>cyclopropanation</term><term>diazo compounds</term><term>homogeneous catalysis</term><term>palladium</term></keywords></textClass><langUsage><language ident="en">en</language></langUsage></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The Pd0 complexes [(NHC)PdLn] (NHC=N‐heterocyclic carbene ligand; L=styrene for n=2 or PR3 for n=1) efficiently catalyse olefin cyclopropanation by using ethyl diazoacetate (EDA) as the carbene source with activities that improve on previously described catalytic systems based on this metal. Mechanistic studies have shown that all of these catalyst precursors deliver the same catalytic species in solution, that is, [(IPr)Pd(sty)], a 14e− unsaturated intermediate that further reacts with EDA to afford [(IPr)Pd(CHCO2Et)(sty)], from which the cyclopropane is formed.</div></front></TEI><affiliations><list><country><li>Espagne</li></country></list><tree><noCountry><name sortKey="Belderrain, Francisco" sort="Belderrain, Francisco" uniqKey="Belderrain F" first="Francisco" last="Belderrain">Francisco Belderrain</name><name sortKey="Martin, Carmen" sort="Martin, Carmen" uniqKey="Martin C" first="Carmen" last="Martín">Carmen Martín</name><name sortKey="Molina, Francisco" sort="Molina, Francisco" uniqKey="Molina F" first="Francisco" last="Molina">Francisco Molina</name></noCountry><country name="Espagne"><noRegion><name sortKey="Alvarez, Francisco" sort="Alvarez, Francisco" uniqKey="Alvarez F" first="Francisco" last="Alvarez">Francisco Alvarez</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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