title: A survey of acid catalysts for use in two-step, one-flask syntheses of meso-substituted porphyrinic macrocycles.
abstract: [reaction: see text] Diverse Lewis acids and Bronsted acids were examined in the two-step, one-flask synthesis of meso-tetraphenylporphyrin, N-confused tetraphenylporphyrin, and tetraphenylsapphyrin. The scope of acid catalysis was found to be very broad, with 35 of 45 acids providing TPP in yields ranging from 5% to 58%. NC-TPP was also widely observed in yields of 1-40%, and TPS was infrequently observed in yields of <1%. Additionally, conditions were found for direct preparation of magnesium TPP and copper TPP.
authors.affiliation: Department of Chemistry, North Carolina State University, Raleigh 27695-8204, USA.
authors.forename: G R
authors.initials: GR
authors.lastname: Geier
authors.forename: Y
authors.initials: Y
authors.lastname: Ciringh
authors.forename: F
authors.initials: F
authors.lastname: Li
authors.forename: D M
authors.initials: DM
authors.lastname: Haynes
authors.forename: J S
authors.initials: JS
authors.lastname: Lindsey
mesh_terms: D000148:Acids, Noncarboxylic / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D011166:Porphyrins / Q000138:chemical synthesis*; D011758:Pyrroles / Q000737:chemistry
chemical_list: D000148:Acids, Noncarboxylic; D000447:Aldehydes; D011166:Porphyrins; D011758:Pyrroles; C409084:tetraphenylporphyrin