Xd. Feng et Mo. Senge, One-pot synthesis of functionalized asymmetric 5,10,15,20-substituted porphyrins from 5,15-diaryl-or -dialkyl-porphyrins, TETRAHEDRON, 56(4), 2000, pp. 587-590
Reaction of easily available (5,15-dialkyl/arylporphyrinato)nickel(II) with
RLi under anhydrous conditions affords 5,10,15-trisubstituted porphyrin an
ions that can be used as in situ nucleophiles for reaction with alkyl iodid
e reagents. After oxidation with atmospheric oxygen, 5,10,15,20-tetrasubsti
tuted porphyrins are obtained in good yields. This method permits introduct
ion of all base-stable functional groups into the meso position of porphyri
ns. (C) 2000 Elsevier Science Ltd. All rights reserved.