DITHIA-DIAZAPARACYCLOPHANE-ENES

DOI: 10.1016/S0040-4020(01)86864-2

Source and publish data:

Tetrahedron p. 3787 - 3796 (1987)

Update date:2022-09-26

Topics:

Authors:

Funke, Ulrike

Gruetzmacher, Hans-Friedrich

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Article abstract of DOI:10.1016/S0040-4020(01)86864-2

The dithia-diazaparacyclophane-enes 3a-3h (n=6-14) were synthesized starting from p-hydrazatoluene by using the rigid group prinziple and the high dilution technique. 3a-3c exist only in the cis-azo configuration, while 3d and 3e are obtained as mixtures of the cis- and trans-isomers. 3f-3h are formed as pure trans-azoarene derivatives.A thermal cis/trans-isomerisation is observed only for 3e, but 3d-3f can be transformed into pure cis-azoarene derivatives by photoisomerization.The 1H-NMR and UV/VIS spectra of 3a-3h are discussed.Both types of spectra show characteristic differences for the cis- and trans-isomers.

Full text of DOI:10.1016/S0040-4020(01)86864-2

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