Physical Sciences and Mathematics Commons^™

Regioselectivity Of The Interaction Of Temozolomide With Borane And Boron Trifluoride, Okuma Emile Kasende, Jules Tshishimbi Muya, Steve Scheiner

Chemistry and Biochemistry Faculty Publications

MP2 and B3LYP calculations are used to predict the most favorable site of temozolomide toward BH3 and BF3 which are classical Lewis acids. Binding energies, charge transfers, and bond length perturbations of the temozolomide in various complexes indicate that the N12 atom is the preferred attack site for BH3, while BF3 prefers the O17 atom. The interactions are quite strong, as much as 100 kJ/mol for BH3 and more than 60 kJ/mol for BF3. The molecular electrostatic potential surrounding temozolomide is most negative around the O atoms, which is unable to explain the energetic order of binding of the Lewis …