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dc.contributor.authorEffenberger, Franzde
dc.date.accessioned2009-10-19de
dc.date.accessioned2016-03-31T07:47:55Z-
dc.date.available2009-10-19de
dc.date.available2016-03-31T07:47:55Z-
dc.date.issued1989de
dc.identifier.other312051166de
dc.identifier.urihttp://nbn-resolving.de/urn:nbn:de:bsz:93-opus-43577de
dc.identifier.urihttp://elib.uni-stuttgart.de/handle/11682/1232-
dc.identifier.urihttp://dx.doi.org/10.18419/opus-1215-
dc.description.abstractAnionic 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.isoende
dc.rightsinfo:eu-repo/semantics/openAccessde
dc.subject.classificationElektrophile Substitution , Oxidation , Aromatende
dc.subject.ddc540de
dc.title1,3,5-Tris(dialkylamino)benzenes : model compounds for the electrophilic substitution and oxidation of aromatic compoundsen
dc.typearticlede
dc.date.updated2009-10-20de
ubs.fakultaetFakultät Chemiede
ubs.institutInstitut für Organische Chemiede
ubs.opusid4357de
ubs.publikation.sourceAccounts of Chemical Research 22 (1989), S. 27-35. URL http://dx.doi.org./10.1021/ar00157a005de
ubs.publikation.typZeitschriftenartikelde
Enthalten in den Sammlungen:03 Fakultät Chemie

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