Versatile synthesis of meso-aryloxy-and alkoxy-substituted porphyrins via palladium-catalyzed C-O cross-coupling reactions

Guang Yao Gao, Andrew J. Colvin, Ying Chen, X. Peter Zhang

Research output: Contribution to journalArticlepeer-review

Abstract

(Matrix presented) meso-Aryloxy- and alkoxy-substituted porphyrins were conveniently synthesized by direct reactions of meso-halogenated porphyrins with alcohols via palladium-catalyzed C-O cross-coupling reactions. Using a combination of palladium precursor Pd(OAc)2 or Pd 2(dba)3 and phosphine ligand DPEphos or Xantphos allowed both 5-bromo-10,20-diarylporphyrin and 5,15-dibromo-10,20-diarylporphyrin, as well as their zinc complexes, to be effectively coupled with a variety of alcohols to give the corresponding mono- and bis-substituted meso-aryloxylalkoxyporphyrins in moderate to high yields under mild conditions.

Original languageEnglish (US)
Pages (from-to)3261-3264
Number of pages4
JournalOrganic Letters
Volume5
Issue number18
DOIs
StatePublished - Sep 4 2003

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Versatile synthesis of meso-aryloxy-and alkoxy-substituted porphyrins via palladium-catalyzed C-O cross-coupling reactions'. Together they form a unique fingerprint.

Cite this