Metallomicellar Catalysis: Phosphodiester Hydrolysis Catalyzed by Cu(II), Zn(II), Ni(II), and Co(II) Complexes of Chelating Pyridyl Donor Ligands in CTAB Micellar Solution

Abstract

The syntheses of two alkanol-pyridyl ligands, 6-(n-dodecyloxymethyl) -2-(hydro-xymethyl) pyridine (1) and 6-(methyloxymethyl)-2-(hydroxymethyl)pyridine(2), are reported. Metallomicellar systems made of complexes of these ligands with Cu(II), Zn(II), Ni(II), and Co(II) in the presence of surfactant CTAB are efficient catalyzers in the hydrolysis of bis(p-nitrophenyl)phosphate (BNPP). The experimental results indicate that 2 : 1 ligand:metal ion complexes in CTAB micellar solution are the active species for the catalytic hydrolysis of BNPP. The ternary complex kinetic model for metallomicellar catalysis was employed to treat the results to obtain the relative kinetic and thermodynamic parameters. The results predicted the reasonability of such kinetic models.

Mn2+Complexes with Pyridine-Containing 15-Membered Macrocycles: Thermodynamic, Kinetic, Crystallographic, and1H/17O Relaxation Studies

“…The crucial precursor for the synthesis of L1 , pyridine-2,6-dicarbaldehyde, was prepared from the commercially available pyridine-2,6-dicarboxylic acid by its esterification to diethyl ester, subsequent reduction by NaBH 4 to 2,6-bis(hydroxymethyl)pyridine, and gentle selective oxidation employing MnO 2 . The last two reaction steps were slightly modified with respect to literature procedures (see the Supporting Information) where, in particular, the purification procedures were improved.…”

“…Dry solvents were prepared by standard purification procedures, distilled under argon, and stored over 4 Å molecular sieves in an argon atmosphere: THF (Penta, distilled from Na,K/benzophenone), CHCl 3 (Penta, distilled from P 2 O 5 ), and MeOH (Penta, distilled from Na). The diethylester of pyridine-2,6-dicarboxylic acid, 2,6-bis(hydroxymethyl)pyridine, pyridine-2,6-dicarbaldehyde, and the disodium salt of tetratosylated trien , and L2 were prepared according to the literature (or slightly modified, see the Supporting Information) procedures. Other solvents and chemicals were purchased from commercial sources and used as received.…”

Latexes with Hexadecyl Group on Their Quaternary Ammonium Ions as Catalytic Media for the Hydrolysis of Paraoxon byo-Iodosobenzoate

“…[1][2][3][4][5][6][7][8][9][10][11][12][13] Organophosphate esters are widely used as insecticides and stockpiled as chemical warfare agents. Latex particles usually bear ionic groups on their surfaces to stabilize them and these ionic groups could be utilized to bind catalysts electrostatically.…”