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β-Unsubstituted 5-monoazaporphyrin and its derivatives
Journal of Porphyrins and Phthalocyanines ( IF 1.5 ) Pub Date : 2023-07-06 , DOI: 10.1142/s1088424623501079
Rong Yuan 1 , Le Liu 1 , Bangshao Yin 1 , Ling Xu 1 , Mingbo Zhou 1 , Yutao Rao 1 , Jianxin Song 1
Affiliation  

β-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) (β,β-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.



中文翻译:

β-未取代的5-单氮杂卟啉及其衍生物

β-未取代的5-单氮杂卟啉(MAP)铜配合物10,15,20-三甲苯基-5-单氮杂卟啉铜(II)(Cu-MAP) 3通过1,19-二溴四吡喃与NaN 3 -CuI反应合成,收率良好。经过脱金属、金属化和溴化的连续反应,重要的前体 3,7-二溴-10,15,20-三甲苯基-5-单氮杂卟啉镍(II) (β,β-二溴Ni-MAP) 6顺利制备。6与三种有机硼化物的 Suzuki-Miyaura 偶联反应分别产生“耳环”Ni-MAP 7、吡咯桥联 Ni-MAP 低聚物89以及苯桥联 Ni-MAP 低聚物1011通过X射线衍射分析证实了MAP 3、6、7、8、1011结构进行光学和电化学研究以了解它们的电子特性。

更新日期:2023-07-06
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