A Kinetic Investigation of Regioselective Solvation of a Solvatochromic Dye in Aqueous Alcohols

Abstract

The kinetics of methylation of the solvatochromic dye 4‐[(2,4‐dinitrobenzyli‐dene)imino]‐2,6‐diphenylphenolate by dimethyl sulfate was investigated in three aqueous alcohols (1‐propanol, ethanol, and methanol), in the search of a sharp change in its reactivity in water‐rich media. The observed kinetic results paralleled previous observations of a sharp change in the solvatochromic behavior of the dye in the same media and was supported by a QM/MM simulation of the dye in two methanol–water mixtures, which rationalized the observed sharp change in the phenolate reactivity.

Mechanistic, energetic and structural studies of single-walled carbon nanotubes functionalized with penicillamine

“…A.02) 34 were used for the optimization of all degrees of freedom for all geometries in the solution phase. The solvent plays a key role in chemical systems explicitly [35][36][37][38][39][40][41][42][43] or implicitly. The polarized continuum model (PCM) 44,45 was used for the consideration of the implicit effects of the solvent.…”