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Fluorinated maleimide-substituted porphyrins and chlorins: synthesis and characterization
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2019-11-13 , DOI: 10.3762/bjoc.15.263
Valentina A Ol’shevskaya , Elena G Kononova , Andrei V Zaitsev

Maleimide-containing fluorinated porphyrins and chlorins were prepared based on the reaction of Zn(II) or Ni(II) complexes of 5,10,15,20-tetrakis(4-amino-2,3,5,6-tetrafluorophenyl)porphyrin and chlorin with maleic anhydride. Porphyrin maleimide derivatives were also prepared by the reaction of 5,10,15,20-tetrakis(4-azido-2,3,5,6-tetrafluorophenyl)porphyrinato Zn(II) or Ni(II) with N-propargylmaleimide via the CuAAC click reaction to afford fluorinated porphyrin–triazole–maleimide conjugates. New maleimide derivatives were isolated in reasonable yields and identified by UV–vis, 1H NMR, 19F NMR spectroscopy and mass-spectrometry.

中文翻译:

氟化马来酰亚胺取代的卟啉和二氢卟酚的合成与表征

基于5,10,15,20-四(4-氨基-2,3,5,6-四氟苯基)卟啉的Zn(II)或Ni(II)配合物的反应制备含马来酰亚胺的氟化卟啉和二氢卟酚和二氢卟酚与顺丁烯二酸酐。卟啉马来酰亚胺衍生物还通过5,10,15,20-四(4-叠氮基2,3,5,6-四氟苯基)卟啉与N-炔丙基马来酰亚胺的Zn(II)或Ni(II)反应而制得。 CuAAC单击反应可得到氟化卟啉-三唑-马来酰亚胺共轭物。以合理的产率分离出新的马来酰亚胺衍生物,并通过紫外可见,1 H NMR,19 F NMR光谱和质谱鉴定。
更新日期:2019-11-13
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