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[2.2](2,5)Pyrazinophanes: synthesis and molecular structure

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Eiermann,  Uwe
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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

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Neugebauer,  Franz 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

Eiermann, U., Krieger, C., Neugebauer, F. A., & Staab, H. A. (1988). [2.2](2,5)Pyrazinophanes: synthesis and molecular structure. Tetrahedron Letters, 29(30), 3655-3658. doi:10.1016/S0040-4039(00)82146-2.


Cite as: https://hdl.handle.net/21.11116/0000-000A-5543-B
Abstract
The pseudoortho (4a) and the pseudogeminal [2.2](2,5)pyrazinophane (4b) have been synthesized via 1,6-Hofmann elimination of [(5-methyl-2-pyrazinyl)methyl]trimethylammonium hydroxide (2b) and dimerization of the generated 2,5-dihydro-2,5-bis(methylene)pyrazine (3). The molecular structures of both isomers, 4a and 4b were determined by X-ray analysis.