
Tetrahedron p. 4579 - 4590 (1987)
Update date:2022-09-26
Topics:
Paczkowski, Jerzy
The paper presents a series of novel water-soluble derivatives of Rose bengal.Solubility in water of the C-2 Rose bengal esters has been obtained by the attachment of the proper water-soluble moiety to the dye molecule.It is shown that size of the attached molecule has a significiant influence on the spectroscopic properties of the derivatives.The long side chain strongly influences on the position of the absorption λmax and emission spectra.The side chain creates the microenvironment for the molecule to which is attached.This makes it more difficult the diffusion of H3O(1+) ions into the dye molecule and causes an apparent decrease of pK value for protonation of phenol group of xanthene residue.These types of derivatives make possible to carry out the photooxidation in water even at low pHs.
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