Abstract

The 13C-resonances of fourteen γ-substituted pentamethincyanine dyes 1 with indolenine nuclei have been measured and assigned. The effect of the γ-substituents R on the 13C chemical shifts is compared with the corresponding effect of substituents R of monosubstituted benzenes and 1-substituted trans-butadienes. The chemical shifts of the C 2-methincarbons, which are separated by four bonds from R, correlate with Hammett's substituent parameters σ para. A significant substituent effect through nine covalent bonds has been observed.

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