Synthesis and structural assignment of 2,4 '-disubstituted benzylidenefluorenes and 4 '-substituted benzylidene-1-azafluorenes
Articolo
Data di Pubblicazione:
1998
Citazione:
Synthesis and structural assignment of 2,4 '-disubstituted benzylidenefluorenes and 4 '-substituted benzylidene-1-azafluorenes / R. Annunziata, V. Molteni, L. Raimondi. - In: MAGNETIC RESONANCE IN CHEMISTRY. - ISSN 0749-1581. - 36:7(1998), pp. 520-528.
Abstract:
In the course of a study aimed at the investigation of edge-to-face arene-arene interactions, substituted benzylidenefluorenes 8-16 and benzylidene-1-azafluorenes 20-24 were synthesized as mixtures of E-Z-isomers. The full structural assignment of these compounds, performed by 2D NMR experiments, is described together with a study of their E-Z isomerization under equilibrating conditions. For compounds 8-16 no correlation was observed between the electron-donating or electron-withdrawing nature of the substituent groups and the E/Z equilibrium ratios. In the case of 20-24 the predominance of the E-isomers seems to depend exclusively on the N-lone pair-benzylidene ring electronic repulsion rather than on the nature of the pala substituent on the aromatic ring. (C) 1998 John Wiley & Sons, Ltd.
Tipologia IRIS:
01 - Articolo su periodico
Elenco autori:
R. Annunziata, V. Molteni, L. Raimondi
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