Enhanced Synthetic Access to Tris-CF<sub>3</sub>-Substituted Corroles
Pinky Yadav, Sally Khoury, Atif Mahammed, Maryann Morales, Scott C. Virgil, Harry B. Gray, Zeev Gross
Abstract
Separate focus on the oligomerization and oxidative cyclization steps required for the synthesis of 5,10,15-tris(trifluoromethyl)corrole revealed [bis(trifluoroacetoxy)iodo]benzene (PIFA) as a superior alternative oxidant. Under optimized conditions, the pure free-base corrole was obtained with a 6-fold increase in chemical yield and an 11-fold rise in isolated material per synthesis. The corresponding gallium(III) and manganese(III) complexes were isolated by adding the appropriate metal salt prior to corrole purification.
Topics & Concepts
CorroleChemistryTrisYield (engineering)ManganeseBenzeneTrifluoromethylMetalSalt (chemistry)Free baseCombinatorial chemistryMedicinal chemistryPhotochemistryOrganic chemistryBiochemistryMetallurgyMaterials scienceAlkylPorphyrin and Phthalocyanine ChemistryMetal-Catalyzed Oxygenation MechanismsPorphyrin Metabolism and Disorders