One-pot synthesis of functionalized asymmetric 5,10,15,20-substituted porphyrins from 5,15-diaryl-or -dialkyl-porphyrins

Citation
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
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
4
Year of publication
2000
Pages
587 - 590
Database
ISI
SICI code
0040-4020(20000121)56:4<587:OSOFA5>2.0.ZU;2-T
Abstract
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.