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Structures of Quino[7,8-h ]quinoline and Quino[8,7-h ]quinoline

MPS-Authors
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Krieger,  Claus
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Newsom,  Ian
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Zirnstein,  Michael A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Staab,  Heinz A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Krieger, C., Newsom, I., Zirnstein, M. A., & Staab, H. A. (1989). Structures of Quino[7,8-h ]quinoline and Quino[8,7-h ]quinoline. Angewandte Chemie International Edition, 28(1), 84-86. doi:10.1002/anie.198900841.


Cite as: https://hdl.handle.net/21.11116/0000-000A-B44E-4
Abstract
The two title compounds 1 and 2 are almost planar in the crystalline state. The decades-old uncertainties concerning the synthesis and structural assignment have now been resolved by X-ray structure analyses of the two compounds. A striking feature in the case of the extremely strongly and also kinetically active base 1 is the large central external angle of the “naphthalene unit” (125.4°), which results in a relatively large N ⃛N distance of 272.8 pm.