Design, Synthesis and Structural Analysis of New Macrocycles Containing Dispiro-1,3-dioxane Units

Abstract

The synthesis and the structure of new macrocycles containing semiflexible dispiro-1,3-dioxane units is reported. The structural analysis of the compounds is performed by high field NMR spectra, mass spectrometry investigations (MALDI, ESI-MS) and the solid state molecular structure obtained for two compounds by single crystal X-ray diffractometry. The dynamics of the macrocycles promoted by the flipping of the middle cyclohexane ring of the dispirane units is investigated using low temperature NMR experiments.

New macrocycles containing dispiro-1,3-dioxane units were investigated by NMR, X-ray diffractometry and mass spectrometry

Keywords:

• Macrocycles
• Crystal structure
• Dynamic NMR
• Dispiranes
• 1,3-Dioxanes

Acknowledgements

“Le Conseil Géneral de la Région Haute-Normandie” is gratefully acknowledged for the fellowship given to Maria Carmen Florian. CNCSIS is acknowledged for the partial financial support of this work (grants A 1736/2005; 1315/2006 and T_d 18/2002).