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http://dx.doi.org/10.18419/opus-1215
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DC Element | Wert | Sprache |
---|---|---|
dc.contributor.author | Effenberger, Franz | de |
dc.date.accessioned | 2009-10-19 | de |
dc.date.accessioned | 2016-03-31T07:47:55Z | - |
dc.date.available | 2009-10-19 | de |
dc.date.available | 2016-03-31T07:47:55Z | - |
dc.date.issued | 1989 | de |
dc.identifier.other | 312051166 | de |
dc.identifier.uri | http://nbn-resolving.de/urn:nbn:de:bsz:93-opus-43577 | de |
dc.identifier.uri | http://elib.uni-stuttgart.de/handle/11682/1232 | - |
dc.identifier.uri | http://dx.doi.org/10.18419/opus-1215 | - |
dc.description.abstract | Anionic σ complexes have been known and extensively studied as intermediates of nucleophilic aromatic substitution since the beginning of the century. In a paper that still makes fascinating reading, Meisenheimer describes the formation and isolation of anionic σ complexes by reaction of picryl ethers with potassium alkoxides. Structural proof is derived from the fact that identical σ complexes are obtained from methyl 2,4,6-trinitrophenyl ether with potassium ethoxide, and from ethyl 2,4,6-trinitrophenyl ether with potassium methoxide. Cationic σ complexes (Wheland intermediates), on the other hand, had been characterized or isolated only in a few cases: despite the ubiquitous implication of electrophilic aromatic substitution in synthesis. Such cationic u complexes were expected to be stabilized best by three amino substituents, in meta positions relative to each other! in analogy to the stabilization of anionic u complexes by three meta-oriented nitro groups. | en |
dc.language.iso | en | de |
dc.rights | info:eu-repo/semantics/openAccess | de |
dc.subject.classification | Elektrophile Substitution , Oxidation , Aromaten | de |
dc.subject.ddc | 540 | de |
dc.title | 1,3,5-Tris(dialkylamino)benzenes : model compounds for the electrophilic substitution and oxidation of aromatic compounds | en |
dc.type | article | de |
dc.date.updated | 2009-10-20 | de |
ubs.fakultaet | Fakultät Chemie | de |
ubs.institut | Institut für Organische Chemie | de |
ubs.opusid | 4357 | de |
ubs.publikation.source | Accounts of Chemical Research 22 (1989), S. 27-35. URL http://dx.doi.org./10.1021/ar00157a005 | de |
ubs.publikation.typ | Zeitschriftenartikel | de |
Enthalten in den Sammlungen: | 03 Fakultät Chemie |
Dateien zu dieser Ressource:
Datei | Beschreibung | Größe | Format | |
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eff190.pdf | 1,23 MB | Adobe PDF | Öffnen/Anzeigen |
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