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meso-Free BIII Subporphyrins with Electron-donating Groups.
Chemistry - An Asian Journal ( IF 3.5 ) Pub Date : 2020-04-09 , DOI: 10.1002/asia.202000288
Yosuke Bekki 1 , Atsuhiro Osuka 1
Affiliation  

meso-Free BIII 5,10-bis(p-dimethylaminophenyl)subporphyrins were synthesized. They display red-shifted absorption and fluorescence spectra, bathochromic behaviors in polar solvents, a high fluorescence quantum yield (ΦF =0.57), and a small HOMO-LUMO gap mainly due to destabilized HOMO as compared with meso-free BIII 5,10-diphenylsubporphyrin. This subporphyrin serves as a nice precursor of various meso-substituted BIII subporphyrins such as BIII meso-nitrosubporphyrin, BIII meso-aminosubporphyrin, and meso-meso' linked BIII azosubporphyrin dimer. Reactions of meso-free BIII subporphyrins with NBS or bis(2,4,6-trimethylpyridine)bromonium hexafluorophosphate gave meso-meso' linked subporphyrin dimers, often as a major product along with meso-bromosubporphyrins.

中文翻译:

具有给电子基团的无内消旋的BIII亚卟啉。

合成了无内消旋的BIII 5,10-双(对-二甲基氨基苯基)亚卟啉。与无内消旋的BIII 5,10-相比,它们显示出红移的吸收和荧光光谱,在极性溶剂中的红移行为,较高的荧光量子产率(ΦF= 0.57)和较小的HOMO-LUMO间隙。二苯基亚卟啉。该亚卟啉是各种内消旋的BIII亚卟啉如BIII中-硝基亚卟啉,BIII中-氨基亚卟啉和内消旋连接的BIII偶氮亚卟啉二聚体的良好前体。无内消旋的BIII亚卟啉与NBS或双(2,4,6-三甲基吡啶)溴化六氟磷酸盐的反应产生了中消旋'连接的亚卟啉二聚体,通常与中消旋亚卟啉一起作为主要产物。
更新日期:2020-03-25
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