Dicondensed indolinobenzospiropyrans as precursors of thermo- and photochromic spiropyrans. Part II: assignment of H-1 and C-13 NMR spectra

The H-1 and C-13 NMR spectra of dicondensed indolino-benzospiropyrans as precursors of thermo- and photochromic spiropyrans, DC1-DC5, were completely assigned. Especially, the H-1 assignment and coupling characteristics of the diastereotopic protons at the carbon-3 position of the benzopyran rings were achieved by conducting H-1-H-1 COSY and nOe experiments. The dihedral angles (theta(1), theta(2) and theta(3)) calculated from the experimental values of the vicinal coupling constants ((3)J) of DC5 are in good agreement with the observed values in the solid state. All of the carbons in the DC dye molecules were investigated through a combination of heteronuclear 2D-shift correlation spectroscopy (HETCOR) and DEPT135. Copyright (c) 2005 John Wiley & Sons, Ltd.