Synthesis and characterization of bis-cyclopropanated 1,3,5-tricarbonyl compounds. A combined synthetic, spectroscopic and theoretical study |
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Authors: | Rahn Thomas Bendrath Franziska Hein Martin Baumann Wolfgang Jiao Haijun Börner Armin Villinger Alexander Langer Peter |
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Institution: | Institut für Chemie, Universit?t Rostock, Albert Einstein Str. 3a, 18059, Rostock, Germany. |
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Abstract: | Bis-cyclopropanated 1,3,5-tricarbonyl compounds were prepared by a sequence of Claisen condensations and cyclopropanations. The optimization of the conditions proved to be very important to suppress retro-Claisen reactions. The conformation of these molecules was studied by experimental and computational methods. The syn/syn;syn/syn conformation is present for all derivatives. It is exclusively present in the case of the derivative containing a phenyl group located at the terminal carbon atom. In most cases, equilibria with other conformers are found. |
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