The stereodynamic processes and conformational preferences of two classes of aryl fluorenyl ketones have been investigated by means of dynamic NMR spectroscopy, DFT calculations and X-ray diffraction. When the aryl substituent has two hydrogens in the ortho positions, its rotation is independent of that of the fluorene ring. On the contrary, if the two ortho hydrogens are replaced by the bulkier methyl groups (e.g. mesityl fluorenyl ketones), the motion of the aryl ring interacts with the fluorene, and the two rings rotate in a correlated manner.

Steric Effects which Determine the Conformational Preferences and Stereodynamic Processes of Aryl Fluorenyl Ketones / D. Casarini; L. Lunazzi; A. Mazzanti. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 7:(2009), pp. 1619-1626. [10.1039/b822874d]

Steric Effects which Determine the Conformational Preferences and Stereodynamic Processes of Aryl Fluorenyl Ketones

LUNAZZI, LODOVICO;MAZZANTI, ANDREA
2009

Abstract

The stereodynamic processes and conformational preferences of two classes of aryl fluorenyl ketones have been investigated by means of dynamic NMR spectroscopy, DFT calculations and X-ray diffraction. When the aryl substituent has two hydrogens in the ortho positions, its rotation is independent of that of the fluorene ring. On the contrary, if the two ortho hydrogens are replaced by the bulkier methyl groups (e.g. mesityl fluorenyl ketones), the motion of the aryl ring interacts with the fluorene, and the two rings rotate in a correlated manner.
2009
Steric Effects which Determine the Conformational Preferences and Stereodynamic Processes of Aryl Fluorenyl Ketones / D. Casarini; L. Lunazzi; A. Mazzanti. - In: ORGANIC & BIOMOLECULAR CHEMISTRY. - ISSN 1477-0520. - STAMPA. - 7:(2009), pp. 1619-1626. [10.1039/b822874d]
D. Casarini; L. Lunazzi; A. Mazzanti
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/82955
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