Cycloadditions of 1-aza-2-azoniaallene cations to isothiocyanates

Kurzanzeige
dc.contributor.authorEl-Gazzar, Abdel-Rahman B.Adeu
dc.contributor.authorScholten, Kirstendeu
dc.contributor.authorGuo, Yipingdeu
dc.contributor.authorWeißenbach, Kerstindeu
dc.contributor.authorHitzler, Martindeu
dc.contributor.authorRoth, Gerharddeu
dc.contributor.authorFischer, Helmut
dc.contributor.authorJochims, Johannes
dc.date.accessioned2013-06-12T08:04:14Zdeu
dc.date.available2013-06-12T08:04:14Zdeu
dc.date.issued1999
dc.description.abstractIsothiocyanates react as S-nucleophiles with 1-aza-2-azoniaallene salts 1 to give different types of 1,3,4-thiadiazolium salts (9, 11, 12) and 1,2,4-triazolium salts (10). Which product is formed, depends on the one hand on the ability of a substituent of the heteroallene salt 1 to undergo a [1,2] shift as a positively charged migrant (generalized Wagner–Meerwein rearrangement) or to act as a cationic leaving group, and on the other hand on Dimroth rearrangement of the initially formed thiadiazolium salt 8 to triazolium salts. The structures of the thiadiazolium salt 9c and the triazolium salt 10d were confirmed by X-ray structural analyses.eng
dc.description.versionpublished
dc.identifier.citationJournal of the Chemical Society, Perkin Transactions 1 ; 14 (1999). - S. 1999-2010deu
dc.identifier.doi10.1039/A902505Gdeu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/23040
dc.language.isoengdeu
dc.legacy.dateIssued2013-06-12deu
dc.rightsterms-of-usedeu
dc.rights.urihttps://rightsstatements.org/page/InC/1.0/deu
dc.subject.ddc540deu
dc.titleCycloadditions of 1-aza-2-azoniaallene cations to isothiocyanateseng
dc.typeJOURNAL_ARTICLEdeu
dspace.entity.typePublication
kops.citation.bibtex
@article{ElGazzar1999Cyclo-23040,
  year={1999},
  doi={10.1039/A902505G},
  title={Cycloadditions of 1-aza-2-azoniaallene cations to isothiocyanates},
  number={14},
  issn={0300-922X},
  journal={Journal of the Chemical Society, Perkin Transactions 1},
  pages={1999--2010},
  author={El-Gazzar, Abdel-Rahman B.A and Scholten, Kirsten and Guo, Yiping and Weißenbach, Kerstin and Hitzler, Martin and Roth, Gerhard and Fischer, Helmut and Jochims, Johannes}
}
kops.citation.iso690EL-GAZZAR, Abdel-Rahman B.A, Kirsten SCHOLTEN, Yiping GUO, Kerstin WEISSENBACH, Martin HITZLER, Gerhard ROTH, Helmut FISCHER, Johannes JOCHIMS, 1999. Cycloadditions of 1-aza-2-azoniaallene cations to isothiocyanates. In: Journal of the Chemical Society, Perkin Transactions 1. 1999(14), pp. 1999-2010. ISSN 0300-922X. Available under: doi: 10.1039/A902505Gdeu
kops.citation.iso690EL-GAZZAR, Abdel-Rahman B.A, Kirsten SCHOLTEN, Yiping GUO, Kerstin WEISSENBACH, Martin HITZLER, Gerhard ROTH, Helmut FISCHER, Johannes JOCHIMS, 1999. Cycloadditions of 1-aza-2-azoniaallene cations to isothiocyanates. In: Journal of the Chemical Society, Perkin Transactions 1. 1999(14), pp. 1999-2010. ISSN 0300-922X. Available under: doi: 10.1039/A902505Geng
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    <dcterms:abstract xml:lang="eng">Isothiocyanates react as S-nucleophiles with 1-aza-2-azoniaallene salts 1 to give different types of 1,3,4-thiadiazolium salts (9, 11, 12) and 1,2,4-triazolium salts (10). Which product is formed, depends on the one hand on the ability of a substituent of the heteroallene salt 1 to undergo a [1,2] shift as a positively charged migrant (generalized Wagner–Meerwein rearrangement) or to act as a cationic leaving group, and on the other hand on Dimroth rearrangement of the initially formed thiadiazolium salt 8 to triazolium salts. The structures of the thiadiazolium salt 9c and the triazolium salt 10d were confirmed by X-ray structural analyses.</dcterms:abstract>
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kops.sourcefieldJournal of the Chemical Society, Perkin Transactions 1. 1999(14), pp. 1999-2010. ISSN 0300-922X. Available under: doi: 10.1039/A902505Gdeu
kops.sourcefield.plainJournal of the Chemical Society, Perkin Transactions 1. 1999(14), pp. 1999-2010. ISSN 0300-922X. Available under: doi: 10.1039/A902505Gdeu
kops.sourcefield.plainJournal of the Chemical Society, Perkin Transactions 1. 1999(14), pp. 1999-2010. ISSN 0300-922X. Available under: doi: 10.1039/A902505Geng
kops.submitter.emailkarin.hoch@uni-konstanz.dedeu
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