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Amination of meso ‐Bromoporphyrins and 9‐Haloanthracenes with Diarylamines Catalyzed by a Palladium–PEPPSI Complex
Author(s) -
Suzuki Yuko,
Fukui Norihito,
Murakami Kei,
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.201300162
Subject(s) - chemistry , diphenylamine , amination , phenoxazine , palladium , carbazole , aryl , catalysis , halide , phenothiazine , annulation , combinatorial chemistry , organic chemistry , medicine , alkyl , pharmacology
Palladium‐catalyzed aminations of bulky aryl halides such as meso‐ bromoporphyrins and 9‐haloanthracenes with diarylamines provided efficient syntheses of meso ‐aminoporphyrins and 9‐aminoanthracenes. Commercially available and air‐stable Pd‐PEPPSI complexes that have N ‐heterocyclic carbene (NHC) as ligands have the highest catalytic activities. The scope of diarylamines is wide enough to use diphenylamine, phenoxazine, phenothiazine, 9,10‐dihydroacrydine, and carbazole.