Low temperature NMR spectra show that the title compound exist as a pair of conformational enantiomers, generated by the restricted rotation about the C9-Pri bond, the corresponding interconversion barrier being 6.9 kcal mol-1. This interpretation is supported by theoretical (MM and DFT) calculations and by the experimental determination of the analogous barriers occurring in the related MeC=O and ButC=O derivatives.
D. Casarini, L. Lunazzi, A. Mazzanti (2008). Stereomutation of Conformational Enantiomers of 9-Isopropyl-9-formyl fluorene and Related Acyl Derivatives. JOURNAL OF ORGANIC CHEMISTRY, 73, 6382-6385 [10.1021/jo8008897].
Stereomutation of Conformational Enantiomers of 9-Isopropyl-9-formyl fluorene and Related Acyl Derivatives
LUNAZZI, LODOVICO;MAZZANTI, ANDREA
2008
Abstract
Low temperature NMR spectra show that the title compound exist as a pair of conformational enantiomers, generated by the restricted rotation about the C9-Pri bond, the corresponding interconversion barrier being 6.9 kcal mol-1. This interpretation is supported by theoretical (MM and DFT) calculations and by the experimental determination of the analogous barriers occurring in the related MeC=O and ButC=O derivatives.File in questo prodotto:
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