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Direct Arylation of Porphyrins with π‐Extended Aryl Bromides under Ligand‐free Fagnou–Hartwig Conditions
Author(s) -
Yamamoto Yutaro,
Tokuji Sumito,
Tanaka Takayuki,
Yorimitsu Hideki,
Osuka Atsuhiro
Publication year - 2013
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201200198
Subject(s) - chemistry , pivalic acid , aryl , palladium , potassium carbonate , ligand (biochemistry) , catalysis , nickel , carbonate , porphyrin , organic chemistry , medicinal chemistry , polymer chemistry , alkyl , biochemistry , receptor
Palladium‐catalyzed direct β‐diarylation of the nickel complexes of 5,10,15‐triarylporphyrins with π‐extended aryl bromides, such as 9‐bromoanthracene, is described. The reaction proceeded in N , N ‐dimethylacetamide in the presence of potassium carbonate, pivalic acid, and a catalytic amount of palladium acetate without any additional ligands. The absorption and emission properties as well as X‐ray crystallographic analysis of the arylated porphyrins are also discussed.