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Synthesis of Trifluoromethyl‐Porphyrins and ‐Chlorins
Author(s) -
Tamiaki Hitoshi,
Nagata Yasushi,
Tsudzuki Seiichi
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199910)1999:10<2471::aid-ejoc2471>3.0.co;2-y
Subject(s) - chemistry , trifluoromethylation , trifluoromethyl , trifluoromethanesulfonate , porphyrin , tetrahydrofuran , zinc , organic chemistry , photochemistry , medicinal chemistry , combinatorial chemistry , catalysis , alkyl , solvent
Reaction of zinc 5,15‐bis(3,5‐di‐ tert ‐butylphenyl)porphyrin with S ‐(trifluoromethyl)‐3,7‐dinitrobenzothiophene trifluoromethanesulfonate in tetrahydrofuran gave the 10‐trifluoromethylated compound as the major product and 2‐CF 3 ‐ and 10,20‐di‐CF 3 ‐porphyrins as the minor products. The direct trifluoromethylation is effective for preparation of longer‐wavelength absorbing meso ‐trifluoromethylated porphyrins and chlorins.