Abstract
Conformational Analyses of [2.2]Phanes of 4‐Pyranone Generated by PyrolysisThe synthesis of the first phanes of 4‐pyranone is accomplished by pyrolysis of bis(sulfone) 4. Analogously, 9, 10 and 11 are synthesized. While 5is conformationally mobile in solution, 9 and 10 are fixed (up to 100°C) and exhibit anti conformation as shown by X‐ray structural analysis (11). Like 9 and 11, 5, exists in a staircase‐like structure in the crystal. 1H‐NMR spectra of the metaparacyclophane 10 shows coalescence of the signals of the methylene protons at room temperature. The flexibility at 10 at 60°C is interpreted as a swinging process. The crystal structure of bis(sulfone) 8a shows that the two planar rings are tilted by 60°C with respect to each other.
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