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Efficient microwave-assisted synthesis of amine-substituted tetrakis(pentafluorophenyl)porphyrin.


ABSTRACT: 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]

SUBMITTER: Samaroo D 

PROVIDER: S-EPMC2631550 | biostudies-literature | 2006 Oct

REPOSITORIES: biostudies-literature

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Efficient microwave-assisted synthesis of amine-substituted tetrakis(pentafluorophenyl)porphyrin.

Samaroo Diana D   Soll Clifford E CE   Todaro Louis J LJ   Drain Charles M CM  

Organic letters 20061001 22


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] ...[more]

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