959978-19-9Relevant articles and documents
New [4.4]cyclophane diketals, monoketones, and diketones: Design, synthesis, and structural analysis
Bogdan, Niculina,Grosu, Ion,Condamine, Eric,Toupet, Lo?c,Ramondenc, Yvan,Silaghi-Dumitrescu, Ioan,Plé, Gérard,Bogdan, Elena
, p. 4674 - 4687 (2007)
The synthesis of some new [4.4]cyclophane diketals, monoketones, and diketones in good yields is reported along with the unusually low reactivity towards hydrolysis of the spiro-1,3-dioxane rings connected to the cyclophane bridges. The structural analysis carried out by X-ray diffraction, NMR spectroscopy, and mass spectrometry shows significant intraand intermolecular π-π and C-H-π interactions. The rotation of the aromatic rings and the flipping of the bridges have been investigated by molecular modeling and variable-temperature NMR experiments. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.