Solvent and Substituent Effects on the Thermolysis of Antimalarial Fluorophenyl Substituted 1,2.4-Trioxanes

doi:10.3390/80900655

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Molecules 2003, 8(9), 655-662; doi:10.3390/80900655

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Solvent and Substituent Effects on the Thermolysis of Antimalarial Fluorophenyl Substituted 1,2.4-Trioxanes

Lazaro F. R. Cafferata* and Ruben S. Rimada

Laboratorio LADECOR (UNLP) and CINDECA (CONICET), Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, Calles 47 Y 115, (1900) La Plata, República Argentina

* Author to whom correspondence should be addressed.

Received: 25 September 2002; in revised form: 18 July 2003 / Accepted: 20 July 2003 / Published: 15 August 2003

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Abstract: The kinetics and mechanism of the thermal decomposition reaction of cis-6-(4-fluoropheny1)-5,6-[2-(4-fluorophenyl)-propylidene]-3,3-tetramethylene-l,2,4-trioxacyclohexane (I) were investigated separately in n-hexane and in methanol solutions over the temperature and concentration ranges of 393.2-443.2 K and 2.7-54 x l0^-5 M, respectively. The values of the activation parameters for both reactions were compared with the corresponding ones for the thermolysis of cis-6-(4-fluorophenyl-5,6-[2-(4-fluorophenyl)-3-hydroxypropylidene]-3,3-tetramethylene-1,2,4-trioxacyclohexane (II), investigated in the same solvents and temperature range. Substituent and solvent effects on the initial homolytic rupture of the O-O peroxydic bonds of those molecules were evaluated.

Keywords: Peroxides Thermolysis - Fluorophenyl Substituted 1; 2; 4-trioxanes - Thermal decomposition Reactions - Solvent and Substituents Effects - Antimalarial Compounds

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MDPI and ACS Style

Cafferata, L.F.R.; Rimada, R.S. Solvent and Substituent Effects on the Thermolysis of Antimalarial Fluorophenyl Substituted 1,2.4-Trioxanes. Molecules 2003, 8, 655-662.

AMA Style

Cafferata LFR, Rimada RS. Solvent and Substituent Effects on the Thermolysis of Antimalarial Fluorophenyl Substituted 1,2.4-Trioxanes. Molecules. 2003; 8(9):655-662.

Chicago/Turabian Style

Cafferata, Lazaro F.R.; Rimada, Ruben S. 2003. "Solvent and Substituent Effects on the Thermolysis of Antimalarial Fluorophenyl Substituted 1,2.4-Trioxanes." Molecules 8, no. 9: 655-662.

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