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A [17]Annulenyl Anion

1973; Wiley; Volume: 12; Issue: 4 Linguagem: Galês

10.1002/anie.197303251

1521-3773

Gerhard Schröder, Günter Plinke, Donald Milton Smith, Jean F. M. Oth,

Inorganic and Organometallic Chemistry

Angewandte Chemie International Edition in EnglishVolume 12, Issue 4 p. 325-326 Communication A [17]Annulenyl Anion†‡ Prof. Dr. Gerhard Schröder, Prof. Dr. Gerhard Schröder Institut für Organische Chemie der Universität, 75 Karlsruhe, Richard-Willstätter-Allee (Germany)Search for more papers by this authorDipl.-Chem. Günter Plinke, Dipl.-Chem. Günter Plinke Institut für Organische Chemie der Universität, 75 Karlsruhe, Richard-Willstätter-Allee (Germany)Search for more papers by this authorDr. Donald M. Smith, Dr. Donald M. Smith Organisch-chemisches Institut der ETH Zürich (Switzerland)Search for more papers by this authorProf. Dr. Jean F. M. Oth, Corresponding Author Prof. Dr. Jean F. M. Oth Organisch-chemisches Institut der ETH Zürich (Switzerland)Organisch-chemisches Institut der ETH Zürich (Switzerland)Search for more papers by this author Prof. Dr. Gerhard Schröder, Prof. Dr. Gerhard Schröder Institut für Organische Chemie der Universität, 75 Karlsruhe, Richard-Willstätter-Allee (Germany)Search for more papers by this authorDipl.-Chem. Günter Plinke, Dipl.-Chem. Günter Plinke Institut für Organische Chemie der Universität, 75 Karlsruhe, Richard-Willstätter-Allee (Germany)Search for more papers by this authorDr. Donald M. Smith, Dr. Donald M. Smith Organisch-chemisches Institut der ETH Zürich (Switzerland)Search for more papers by this authorProf. Dr. Jean F. M. Oth, Corresponding Author Prof. Dr. Jean F. M. Oth Organisch-chemisches Institut der ETH Zürich (Switzerland)Organisch-chemisches Institut der ETH Zürich (Switzerland)Search for more papers by this author First published: April 1973 https://doi.org/10.1002/anie.197303251Citations: 14 † Annulenes, Part 18.—Part 17: G. Schröder, G. Heil, H. Röttele, and J. F. M. Oth, Angew. Chem. 84, 474 (1972): Angew. Chem. internat. Edit. 11, 426 (1972). ‡ We thank Badische Anilin- und Soda-Fabrik AG for the cyclooctatetraene. AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL No abstract is available for this article. References 1Annulenes, Part 18.—Part 17: G. Schröder, G. Heil, H. Röttele, and J. F. M. Oth, Angew. Chem. 84, 474 (1972): Angew. Chem. internat. Edit. 11, 426 (1972). 2 T. J. Katz and P. J. Garratt, J. Amer. Chem. Soc. 85, 2852 (1963); J. Amer. Chem. Soc. 86, 5194 (1964): E. A. LaLancette and R. E. Benson, J. Amer. Chem. Soc. 85, 2853 (1963). 3 G. Boche, D. Martens, and W. Danzer, Angew. Chem. 81, 1003 (1969); Angew. Chem. internat. Edit. 8, 984 (1969). 4(a) J. Griffiths and F. Sondheimer, J. Amer. Chem. Soc. 91, 7518 (1969); (b) E. Le Goff and F. Sondheimer, Angew. Chem. 84, 996 (1972): Angew. Chem. internat. Edit. 11, 926 (1972). 5 G. Schröder and W. Martin, Angew. Chem. 78, 117 (1966); Angew. Chem. internat. Edit. 5, 130 (1966). 6 Molecular weights (mass-spectroscopic) and, for (2b), (3b), (5b), and (7) satisfactory C,H analytical results are available. 7 G. Schröder, G. Plinke, and J. F. M. Oth, Angew. Chem. 84, 472 (1972): Angew. Chem. internat. Edit. 11, 424 (1972). 8 L. Ruzicka, W. Brugger, M. Pfeiffer, H. Schinz, and M. Stoll, Helv. Chim. Acta 9, 499 (1926). 9 The structure (7) proposed is based on two assumptions: (a) that protonation of (8) occurs with the minimum of structural changes, and (b) that electrocyclic reactions in a hexatriene segment containing a central cis-double bond of cycloheptadecaoctaene [there are two such segments in (7)] may not, according to model considerations, lead to relatively strain-free bi- or poly-cyclic valence isomers. Assumption (b) explains the thermal stability of (7). Citing Literature Volume12, Issue4April 1973Pages 325-326 ReferencesRelatedInformation