Affiliation:
1. College of Chemistry and Chemical Engineering, Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education of China), Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, Hunan Normal University, Changsha 410081, China
Abstract
[Formula: see text]-Unsubstituted 5-monoazaporphyrin (MAP) copper complex 10,15,20-tritolyl-5-monoazaporphyrinato copper(II) (Cu-MAP) 3 was synthesized by reaction of 1,19-dibromotetrapyrrane with NaN3-CuI in good yield. Following successive reactions of demetallation, metallation and bromination, the important precursor 3,7-dibromo-10,15,20-tritolyl-5-monoazaporphyrinato nickel(II) ([Formula: see text],[Formula: see text]-dibromo Ni-MAP) 6 was prepared smoothly. Suzuki-Miyaura coupling reactions of 6 with three organic borides resulted in the “earring” Ni-MAP 7, pyrrole bridged Ni-MAP oligomers 8 and 9, and benzene bridged Ni-MAP oligomers 10 and 11, respectively. The structures of MAPs 3, 6, 7, 8, 10 and 11 were confirmed by X-ray diffraction analysis. Optical and electrochemical studies were performed to understand their electronic properties.
Funder
National Natural Science Foundation of China
Science and Technology Planning Project of Hunan Province
Science and Technology Innovation Program of Hunan Province
Publisher
World Scientific Pub Co Pte Ltd