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Synthesis of Redox‐switchable 5,15‐Dialkyl‐10,20‐diaryl‐5,15‐diazaporphyrins and Diversification of their N ‐Alkyl Groups
Author(s) -
Mutoh Mai,
Sudoh Keisuke,
Furukawa Ko,
Minoura Mao,
Nakano Haruyuki,
Matano Yoshihiro
Publication year - 2019
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.201900085
Subject(s) - chemistry , alkyl , redox , chromophore , copper , metal , nickel , medicinal chemistry , polymer chemistry , organic chemistry
Abstract Nickel(II) and copper(II) complexes of redox‐switchable 20π, 19π, and 18π 5,15‐dialkyl‐10,20‐diaryl‐5,15‐diazaporphyrins were prepared through a metal‐templated cyclization method. Furthermore, the terminal silyloxy groups in the peripheral N ‐alkyl chains were transformed into hydroxy groups by deprotection. It is worth noting that redox reactions between the 19π and 18π systems bearing hydroxy groups caused a change in the water solubility of the diazaporphyrin chromophore.