Journal of Organic Chemistry 2006-08-04

Ring inversion dynamics of derivatives of thianthrene di- and tetraoxide.

Daniele Casarini, Carmine Coluccini, Lodovico Lunazzi, Andrea Mazzanti

Index: J. Org. Chem. 71(16) , 6248-50, (2006)

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Abstract

The ring inversion barrier for thianthrene tetraoxide was determined by making use of the variable temperature 13C NMR spectra of the 2,7-diisopropyl derivative (DeltaG(double dagger) = 6.5 kcal mol(-1)). The barrier is lower than that measured for a trans thianthrene dioxide derivative (DeltaG(double dagger) = 9.35 kcal mol(-1)). These results agree well with ab initio theoretical predictions.

Related Compounds

  • Thianthrene

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