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Phthalides and 1,3-indandiones. LI. Rate of rearrangement of 3-(4-X-1-naphthylmethylene)phthalides to 2-(4-X-1-naphthyl)-1,3-indandiones

M. Livař, P. Hrnčiar, and A. Kopecká

Institute of Chemistry, Komenský University, 801 00 Bratislava

 

Abstract: The rate of rearrangement of 8 I (X = MeO, Me, H, NHAc, I, Cl, Br, NO2) to the corresponding II in MeOH in the presence of MeONa was detd. via spectra. The rate consts. (log k') obtained by extrapolation of the dependence of the 2nd order rate consts. on MeO-concn. down to 0 concn. were correlated with σ substituent consts. The correlation for I of log k' = 2.155 and σ = -2.192 approxd. the correlation of log k' = 1.886 and σ = -2.321 for III.

Full paper in Portable Document Format: 283a402.pdf

 

Chemical Papers 28 (3) 402–408 (1974)

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