In a series of N-alkoxy- and N-alkyl-2,2,6,6-tetramethylpiperidines, the temperature dependence of NMR spectra shows that a conformational interconversion involving ring inversion, nitrogen inversion and rotation about the exocyclic bond takes place. Barriers to interconversion are reported. Except with the simplest N-substituents, the rate-determining step in the interconversion is rotation about the exocyclic bond at nitrogen, so the measured barriers represent the one-fold rotational barriers for that bond.

The Measurement of the One-fold Rotational Barrier of Eclipsed Bonds. A Dynamic NMR Determination of N-O or N-CH2 Bond Rotation in N-Alkoxy or N-Alkyl-2,2,6,6-Tetramethylpiperidines.

CASARINI, Daniele;
1993-01-01

Abstract

In a series of N-alkoxy- and N-alkyl-2,2,6,6-tetramethylpiperidines, the temperature dependence of NMR spectra shows that a conformational interconversion involving ring inversion, nitrogen inversion and rotation about the exocyclic bond takes place. Barriers to interconversion are reported. Except with the simplest N-substituents, the rate-determining step in the interconversion is rotation about the exocyclic bond at nitrogen, so the measured barriers represent the one-fold rotational barriers for that bond.
1993
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11563/28333
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