Synthesis of N-Acyliminium Salts by Reaction of Nitrilium Salts with Ketones

dc.contributor.authorAl-Talib, Mahmouddeu
dc.contributor.authorZaki, Magdideu
dc.contributor.authorHehl, Sabinedeu
dc.contributor.authorStumpf, Rüdigerdeu
dc.contributor.authorFischer, Helmut
dc.contributor.authorJochims, Johannes
dc.date.accessioned2013-06-19T07:42:20Zdeu
dc.date.available2013-06-19T07:42:20Zdeu
dc.date.issued1996
dc.description.abstractA new method for the preparation of N-acyliminium salts 3a-ab by reaction of nitrilium salts 1 with non-enolizable alkyl and aryl ketones 2 is described. Ketones without electron-releasing substituents react only with N-arylnitrilium salts 1. An X-ray structural analysis was carried out for the N-acyliminium salt 3j. From variable temperature NMR spectroscopy intramolecular conformational changes (essentially rotation around the iminium C=N double bond, coupled to rotation about the amide C-N single bond) of few compounds 3 were determined. The observed barriers to hindered rotation are compared with barriers calculated by the AM1 method.eng
dc.description.versionpublished
dc.identifier.citationSynthesis ; (1996), 9. - S. 1115 - 1121deu
dc.identifier.doi10.1055/s-1996-4340deu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/23075
dc.language.isoengdeu
dc.legacy.dateIssued2013-06-19deu
dc.rightsterms-of-usedeu
dc.rights.urihttps://rightsstatements.org/page/InC/1.0/deu
dc.subjectnitrilium saltsdeu
dc.subjectN-acyliminium saltsdeu
dc.subjectX-ray structural analysisdeu
dc.subjectvariable temperature NMR spectroscopydeu
dc.subjectAM1 calculationsdeu
dc.subject.ddc540deu
dc.titleSynthesis of N-Acyliminium Salts by Reaction of Nitrilium Salts with Ketoneseng
dc.typeJOURNAL_ARTICLEdeu
dspace.entity.typePublication
kops.citation.bibtex
@article{AlTalib1996Synth-23075,
  year={1996},
  doi={10.1055/s-1996-4340},
  title={Synthesis of N-Acyliminium Salts by Reaction of Nitrilium Salts with Ketones},
  number={09},
  volume={1996},
  issn={0039-7881},
  journal={Synthesis},
  pages={1115--1121},
  author={Al-Talib, Mahmoud and Zaki, Magdi and Hehl, Sabine and Stumpf, Rüdiger and Fischer, Helmut and Jochims, Johannes}
}
kops.citation.iso690AL-TALIB, Mahmoud, Magdi ZAKI, Sabine HEHL, Rüdiger STUMPF, Helmut FISCHER, Johannes JOCHIMS, 1996. Synthesis of N-Acyliminium Salts by Reaction of Nitrilium Salts with Ketones. In: Synthesis. 1996, 1996(09), pp. 1115-1121. ISSN 0039-7881. eISSN 1437-210X. Available under: doi: 10.1055/s-1996-4340deu
kops.citation.iso690AL-TALIB, Mahmoud, Magdi ZAKI, Sabine HEHL, Rüdiger STUMPF, Helmut FISCHER, Johannes JOCHIMS, 1996. Synthesis of N-Acyliminium Salts by Reaction of Nitrilium Salts with Ketones. In: Synthesis. 1996, 1996(09), pp. 1115-1121. ISSN 0039-7881. eISSN 1437-210X. Available under: doi: 10.1055/s-1996-4340eng
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kops.sourcefield.plainSynthesis. 1996, 1996(09), pp. 1115-1121. ISSN 0039-7881. eISSN 1437-210X. Available under: doi: 10.1055/s-1996-4340eng
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source.periodicalTitleSynthesis

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