Volume 25, Issue 4 pp. 374-375
Communication
Full Access

Benzo[c]benzo[3,4]cinnolino[1,2-a]cinnoline, a Chiral Hydrazine Derivative

Hans Fischer

Hans Fischer

Abteilung Organische Chemie, Max-Planck-Institut für medizinische Forschung, Jahnstrasse 29, D-6900 Heidelberg 1 (FRG)

Search for more papers by this author
Claus Krieger

Claus Krieger

Abteilung Organische Chemie, Max-Planck-Institut für medizinische Forschung, Jahnstrasse 29, D-6900 Heidelberg 1 (FRG)

Search for more papers by this author
Prof. Dr. Franz A. Neugebauer

Corresponding Author

Prof. Dr. Franz A. Neugebauer

Abteilung Organische Chemie, Max-Planck-Institut für medizinische Forschung, Jahnstrasse 29, D-6900 Heidelberg 1 (FRG)

Abteilung Organische Chemie, Max-Planck-Institut für medizinische Forschung Jahnstrasse 29, D-6900 Heidelberg 1 (FRG)Search for more papers by this author
First published: April 1986
Citations: 14

This work was supported by the Deutsche Forschungsgemeinschaft and the Fonds der Chemischen Industrie.

Dedicated to Professor Heinz A. Staab on the occasion of his 70th birthday

Graphical Abstract

The spontaneous crystallization of the enantiomers of the title compound 1 (space group P21) has been observed. The X-ray structure analysis reveals a pyramidal arrangement of the substituents on the nitrogen atoms. The large barrier to racemization (27.1 kcal mol−1) is largely due to the gauche effect of the vicinal lone pairs of electrons.

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.