Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents
Kuck D, Schuster A, Krause RA (1991)
Journal of Organic Chemistry 56(11): 3472-3475.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
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Autor*in
Kuck, DietmarUniBi;
Schuster, Andreas;
Krause, Ralph A.
Abstract / Bemerkung
All-cis-Tetrabenzo[5.5.5.5]fenestranes (fenestrindans) with four bridgehead substituents (4-10) and two doubly bridged, centrohexacyclic analogues, the bis-endo-peroxide 11 and the bis-disulfide 12, have been synthesized from the tetrabromofenestrindan 3. Pronounced steric interactions between the substituents at opposite bridgehead positions have been revealed by NMR and DNMR spectrometry, showing remarkable size-dependent hindrance of the degenerate interconversion of the two S4 symmetric conformers of the fenestrindans.
Erscheinungsjahr
1991
Zeitschriftentitel
Journal of Organic Chemistry
Band
56
Ausgabe
11
Seite(n)
3472-3475
ISSN
0022-3263
eISSN
1520-6904
Page URI
https://pub.uni-bielefeld.de/record/1774343
Zitieren
Kuck D, Schuster A, Krause RA. Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents. Journal of Organic Chemistry. 1991;56(11):3472-3475.
Kuck, D., Schuster, A., & Krause, R. A. (1991). Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents. Journal of Organic Chemistry, 56(11), 3472-3475. https://doi.org/10.1021/jo00011a006
Kuck, Dietmar, Schuster, Andreas, and Krause, Ralph A. 1991. “Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents”. Journal of Organic Chemistry 56 (11): 3472-3475.
Kuck, D., Schuster, A., and Krause, R. A. (1991). Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents. Journal of Organic Chemistry 56, 3472-3475.
Kuck, D., Schuster, A., & Krause, R.A., 1991. Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents. Journal of Organic Chemistry, 56(11), p 3472-3475.
D. Kuck, A. Schuster, and R.A. Krause, “Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents”, Journal of Organic Chemistry, vol. 56, 1991, pp. 3472-3475.
Kuck, D., Schuster, A., Krause, R.A.: Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents. Journal of Organic Chemistry. 56, 3472-3475 (1991).
Kuck, Dietmar, Schuster, Andreas, and Krause, Ralph A. “Synthesis and conformational behavior of fenestrindans (tetrabenzo[5.5.5.5]fenestranes) with four bridgehead substituents”. Journal of Organic Chemistry 56.11 (1991): 3472-3475.
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