Tetrahedron

Substituent effects in the ring-chain tautomerism of 1, 3-diaryl-2, 3-dihydro-1H-naphth [1, 2-e][1, 3] oxazines

I Szatmári, TA Martinek, L Lázár, F Fülöp

Index: Szatmari, Istvan; Martinek, Tamas A.; Lazar, Laszlo; Fueloep, Ferenc Tetrahedron, 2003 , vol. 59, # 16 p. 2877 - 2884

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Citation Number: 95

Abstract

Condensation of Betti base analogue amino naphthols with substituted benzaldehydes led to 1, 3-diaryl-2, 3-dihydro-1H-naphth [1, 2-e][1, 3] oxazines (3–9) which proved to be three- component (r1–o–r2) tautomeric mixtures in CDCl3 at 300K. The electronic effects of the 3- aryl groups on the ratios of the ring-chain tautomeric forms at equilibrium could be described by the equation logKX= ρσ++ logKX= H. The value of the intercept was found to be ...