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5,6,8,9-Tetraaza[3.3] paracylophane, transannular effect on the n → π transition

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Neugebauer,  Franz A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Fischer,  Hans
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Neugebauer, F. A., & Fischer, H. (1986). 5,6,8,9-Tetraaza[3.3] paracylophane, transannular effect on the n → π transition. Tetrahedron Letters, 27(44), 5367-5370. doi:10.1016/S0040-4039(00)85212-0.


Cite as: https://hdl.handle.net/21.11116/0000-0006-9388-A
Abstract
5,6,8,9-Tetraaza[3.3]paracyclophane () and the corresponding 14,17-dimethoxy derivative were prepared. and exist as chair and boat conformers, the boat form being energetically favoured. Transannular interaction in and

leads to a hypsochromic shift of the first n → π* absorption.

The [3.3]paracyclophanes
and were prepared; transannular interaction leads to a hypsochromic shift of the first n→π* band.