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1 Polish Journal of Chemistry

1 2007

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1H NMR, 13C NMR and Computational Study of the Structure of Salicylaldehyde Anion in Solution

Horbaczewski M., Szczeciński P., Gryff-Keller A., Molchanov S.

Polish Journal of Chemistry

2007

Vol. 81, nr 12

2089-2096

1H NMR and 13C NMR spectra of salicylaldehyde potassium salt in DMF-d7 solution with addition of kryptofix 222 were mea sured. Quantitative comparison of car bon chemical shifts with shielding constants calculated for syn and anti con form ers of salicyl aldehyde an ion [GIAO DFT B3LYP/6-311G(2d,p) PCM] re vealed that in the applied conditions the anti form prevailed. Similar correla tion performed for salicylaldehyde lith ium salt indicated that in this case the syn conformer dominated. Analysis of experimental and calculated J(1H,13C) and J(1H,1H) values supported above conclusions.