Attempted Synthesis of anti-1,6:8,13-Bismethano[14]annulene
Prof. Dr. E. Vogel,
Prof. Dr. E. Vogel
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author Dr. M. Biskup,
Dr. M. Biskup
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author cand. chem. A. Vogel,
cand. chem. A. Vogel
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author cand chem. U. Haberland,
cand chem. U. Haberland
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author Dipl.-Chem. J. Eimer,
Dipl.-Chem. J. Eimer
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author
Prof. Dr. E. Vogel,
Prof. Dr. E. Vogel
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author Dr. M. Biskup,
Dr. M. Biskup
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author cand. chem. A. Vogel,
cand. chem. A. Vogel
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author cand chem. U. Haberland,
cand chem. U. Haberland
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author Dipl.-Chem. J. Eimer,
Dipl.-Chem. J. Eimer
Institut für Organische Chemie, Uniervistät Köln (Germany)
Search for more papers by this author
First published: June 1966
No abstract is available for this article.
- 1
V. Boekelheide and
J. B. Phillips,
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51, 550
(1964).
- 2
J. Runge,
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- 3
Reduction of 9,10-dihydroanthracene to (4) has meanwhile also been studied by Prof. R. G. Harvey, University of Chicago (personal communication).
- 4
Reaction of (4) with methylene diiodide (molar ratio 1: 3) and a zinc-copper couple in a Simmons-Smith reaction gives a complex mixture of cyclopropanation products, from which the monodduct, 1,4,5,8,9,10-hexahydro-4a,9a-methanoanthracene (25%) mp. 55–56 °C, can be isolated.
- 5
W. M. Wagner,
H. Kloosterziel and
S. van der Ven,
Recueil Trav. chim. Pays-Bas
80, 740
(1961).
- 6
The dipole moment of (5) is less than 0.3 D.
- 7
P. Bruck,
D. Thompson, and
S. Winstein,
Chem and Ind.
1960, 405.
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V. Boekelheide and
J. B. Phillips,
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85, 1545
(1963);
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E. Heilbronner, and
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47, 1123
(1964).
