Efficient microwave-assisted synthesis of amine-substituted tetrakis(pentafluorophenyl)porphyrin.
We report an efficient and rapid means for the synthesis of tetrakis(pentafluorophenyl)porphyrin (TPPF(20)) derivatives by microwave irradiation in an environmentally acceptable solvent. The selective displacement of the para-fluorine groups in TPPF(20) by primary amines occurs in yields between 70 and 95%. This method demonstrates that TPPF(20) is an ideal platform for the rapid formation of porphyrin conjugates for therapeutic, catalytic, and other applications. [reaction: see text]
Samaroo
Diana
D
Department of Chemistry & Biochemistry, Hunter College and the Graduate Center of the City University of New York, 695 Park Avenue, New York, NY 10021, USA.
Soll
Clifford E
CE
Todaro
Louis J
LJ
Drain
Charles M
CM
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D008872:Microwaves; D008968:Molecular Conformation; D015394:Molecular Structure; D011166:Porphyrins / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000588:Amines; D011166:Porphyrins