Syn and anti conformers in similar proportions were observed at ambient temperature for the title compounds. The conformational assignment of the two anthrones was obtained by the observation of different multiplicity of the methylene NMR signals, whereas that of the anthraquinone derivative was determined by NOE experiments. The anti to syn interconversion barriers were obtained by line shape simulation of the temperature dependent NMR spectra, and by saturation tranfer experiments. In one case the X-ray diffraction indicated that the syn is the only structure observed in the crystals.
L. Lunazzi, M. Mancinelli, A. Mazzanti (2008). Stereodynamics and Conformational Chirality of the Atropisomers of Ditolyl Anthrones and Anthraquinone. JOURNAL OF ORGANIC CHEMISTRY, 73, 5354-5359 [10.1021/jo800677n].
Stereodynamics and Conformational Chirality of the Atropisomers of Ditolyl Anthrones and Anthraquinone.
LUNAZZI, LODOVICO;MANCINELLI, MICHELE;MAZZANTI, ANDREA
2008
Abstract
Syn and anti conformers in similar proportions were observed at ambient temperature for the title compounds. The conformational assignment of the two anthrones was obtained by the observation of different multiplicity of the methylene NMR signals, whereas that of the anthraquinone derivative was determined by NOE experiments. The anti to syn interconversion barriers were obtained by line shape simulation of the temperature dependent NMR spectra, and by saturation tranfer experiments. In one case the X-ray diffraction indicated that the syn is the only structure observed in the crystals.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
