title: Simple and catalyst-free synthesis of meso-O-, -S-, and -C-substituted porphyrins.
abstract: A simple and efficient method for the meso-functionalization of porphyrin has been developed. Kinetic studies of meso-fluoro-, -chloro-, -bromo-, -iodo-, and -nitro-substituted porphyrins (Ni) with phenol reveal that the reaction undergoes a typical aromatic nucleophilic substitution (SNAr) process. This catalyst-free method can be performed with meso-brominated porphyrins and oxygen-, sulfur-, and carbon-based nucleophiles to achieve a wide variety of meso-substituted porphyrins.
authors.affiliation: State Key Laboratory and Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University , Tianjin 300071, China.
authors.forename: Qiang
authors.initials: Q
authors.lastname: Chen
authors.forename: Yi-Zhou
authors.initials: YZ
authors.lastname: Zhu
authors.forename: Qiao-Jun
authors.initials: QJ
authors.lastname: Fan
authors.forename: Shao-Chun
authors.initials: SC
authors.lastname: Zhang
authors.forename: Jian-Yu
authors.initials: JY
authors.lastname: Zheng
mesh_terms: D001966:Bromine / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007700:Kinetics; D008665:Metalloporphyrins / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D010636:Phenols / Q000737:chemistry*; D013455:Sulfur / Q000737:chemistry
chemical_list: D008665:Metalloporphyrins; D010636:Phenols; D013455:Sulfur; D009532:Nickel; D010100:Oxygen; D001966:Bromine