Interactions between polar groups and pi systems were studied for stacked aryls in 1-fluorophenyl-8-arylnaphthalenes, in which an 'electron-rich' aryl ring is forced in a stacked geometry with an 'electron-poor' fluorophenyl ring; the rotation process was examined using different NMR techniques (lineshape analysis, 2D EXSY). The Delta G(double dagger)s obtained when considering H-1 and F-19 nuclei were perfectly comparable. Semi-empirical calculations (AM1) were performed to evaluate Delta G(double dagger)s for the rotation process, and the results are compared with the experimental NMR values.

Dynamic behaviour of fluoro‐substituted 1,8‐diarylnaphthalenes: A F-19,F-19 AND H-1,H-1 2D EXSY NMR and AM1 computational study / R. ANNUNZIATA, F. PONZINI, L. RAIMONDI. - In: MAGNETIC RESONANCE IN CHEMISTRY. - ISSN 0749-1581. - 33:4(1995), pp. 297-307.

Dynamic behaviour of fluoro‐substituted 1,8‐diarylnaphthalenes: A F-19,F-19 AND H-1,H-1 2D EXSY NMR and AM1 computational study

R. ANNUNZIATA;L. RAIMONDI
1995

Abstract

Interactions between polar groups and pi systems were studied for stacked aryls in 1-fluorophenyl-8-arylnaphthalenes, in which an 'electron-rich' aryl ring is forced in a stacked geometry with an 'electron-poor' fluorophenyl ring; the rotation process was examined using different NMR techniques (lineshape analysis, 2D EXSY). The Delta G(double dagger)s obtained when considering H-1 and F-19 nuclei were perfectly comparable. Semi-empirical calculations (AM1) were performed to evaluate Delta G(double dagger)s for the rotation process, and the results are compared with the experimental NMR values.
NMR; F-19 NMR; 2D EXSY NMR; AM1; 1,8-diarylnaphthalenes; restricted rotation
Settore CHIM/06 - Chimica Organica
MAGNETIC RESONANCE IN CHEMISTRY
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/187294
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