Photochemical cis/trans isomerization of a stilbazolium betaine : a protolytic/photochemical reaction cycle

Kurzanzeige
dc.contributor.authorSteiner, Ulrich
dc.contributor.authorAbdel-Kader, Mahmoud H.deu
dc.contributor.authorFischer, P.deu
dc.contributor.authorKramer, Horst E. A.deu
dc.date.accessioned2011-03-24T18:15:55Zdeu
dc.date.available2011-03-24T18:15:55Zdeu
dc.date.issued1978deu
dc.description.abstractPhotochemical and thermal cis/trans isomerization is reported for a stilbazolium betaine (M). Obtained from synthesis in the trans configuration, M cannot be isomerized directly but only via the O-protonated form MH+trans. Photoisomerization of MH+trans yields the cis isomer MH+cis (structure established by 1H NMR) which can be deprotonated to the cis betaine. Mcis represents the first example of a cis isomer in this class of compounds. Though fairly stable in aqueous solution, Mcis can be fully reverted to the trans isomer either thermally or photochemically. The sequence Mtrans {\rightleftharpoons} MH+trans {\rightleftharpoons} MH+cis {\rightleftharpoons} Mcis → Mtrans constitutes a complete molecular reaction cycle which may serve as a chemical model for the storage of information and subsequent regeneration of the information carrier, for instance, in biological systems.eng
dc.description.versionpublished
dc.format.mimetypeapplication/pdfdeu
dc.identifier.citationFirst publ. in: Journal of the American Chemical Society 100 (1978), 10, pp. 3190-3197deu
dc.identifier.doi10.1021/ja00478a039
dc.identifier.ppn276733134deu
dc.identifier.urihttp://kops.uni-konstanz.de/handle/123456789/10005
dc.language.isoengdeu
dc.legacy.dateIssued2008deu
dc.rightsAttribution-NonCommercial-NoDerivs 2.0 Generic
dc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/2.0/
dc.subject.ddc540deu
dc.titlePhotochemical cis/trans isomerization of a stilbazolium betaine : a protolytic/photochemical reaction cycleeng
dc.typeJOURNAL_ARTICLEdeu
dspace.entity.typePublication
kops.citation.bibtex
@article{Steiner1978Photo-10005,
  year={1978},
  doi={10.1021/ja00478a039},
  title={Photochemical cis/trans isomerization of a stilbazolium betaine : a protolytic/photochemical reaction cycle},
  number={10},
  volume={100},
  issn={0002-7863},
  journal={Journal of the American Chemical Society},
  pages={3190--3197},
  author={Steiner, Ulrich and Abdel-Kader, Mahmoud H. and Fischer, P. and Kramer, Horst E. A.}
}
kops.citation.iso690STEINER, Ulrich, Mahmoud H. ABDEL-KADER, P. FISCHER, Horst E. A. KRAMER, 1978. Photochemical cis/trans isomerization of a stilbazolium betaine : a protolytic/photochemical reaction cycle. In: Journal of the American Chemical Society. 1978, 100(10), pp. 3190-3197. ISSN 0002-7863. Available under: doi: 10.1021/ja00478a039deu
kops.citation.iso690STEINER, Ulrich, Mahmoud H. ABDEL-KADER, P. FISCHER, Horst E. A. KRAMER, 1978. Photochemical cis/trans isomerization of a stilbazolium betaine : a protolytic/photochemical reaction cycle. In: Journal of the American Chemical Society. 1978, 100(10), pp. 3190-3197. ISSN 0002-7863. Available under: doi: 10.1021/ja00478a039eng
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