1-oxo-1H-3-(1-oxoisoindolin-3-ylidenemethyl)isoindole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1-oxo-1H-3-(1-oxoisoindolin-3-ylidenemethyl)isoindole
• 英文别名: 3-(3-oxo-2,3-dihydro-1H-isoindol-1-ylidenemethyl)-1H-isoindol-1-one；3-(3-oxo-2,3-dihydro-1H-1-isoindolylidenemethyl)-1H-1-isoindolone；1-(1-oxo-1H-isoindol-3-ylmethylidene)-2,3-dihydro-1H-isoindol-3-one；3-[1-(3-oxo-2,3-dihydro-1H-isoindol-1-yl)methylidene]-1-isoindolinone；3-[(Z)-(3-oxoisoindol-1-ylidene)methyl]isoindol-1-one
• 化学式: C₁₇H₁₀N₂O₂
• 分子量: 274.279
• InChiKey: DIYGLLIKBDUTBP-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-十六烷氧基乙酸 、 1-oxo-1H-3-(1-oxoisoindolin-3-ylidenemethyl)isoindole 在 zinc(II) oxide 作用下， 反应 0.5h， 以15%的产率得到zinc meso-trans-di(hexadecyloxy)tetrabenzoporphyrinate
  参考文献：
  名称：

  Synthesis and properties of zinc complexes of meso-hexadecyloxy-substituted tetrabenzoporphyrin and tetrabenzoazaporphyrins

  摘要：

  The hexadecyloxyacetic acid was prepared by alkylation of glycolic acid. Proceeding from the acid obtained zinc complexes were synthesized of meso-trans-di(hexadecyloxy)tetra-benzoporphyrin, meso-tetra(hexadecyloxy)tetrabenzoporphyrin, and also of meso-hexadecyloxytetrabenzoazaporphyrins. The spectral properties of compounds synthesized were investigated.

  DOI：

  10.1134/s1070428008050217
• 作为产物：
  描述：

  邻苯二甲酸亚胺 在 zinc(II) acetate dihydrate 作用下， 反应 0.5h， 以8%的产率得到2,3-dihydro-3-[(1-hydroxy-1-methyl-1H-isoindol-3-yl)methylene]-1H-isoindol-1-one
  参考文献：
  名称：

  Metal complexes of 1-methyltetrabenzooctadehydrocorrin

  摘要：

  In reaction of 2,3-dihydro-3-[(1-hydroxy-1-methyl-1H-isoindol-3-yl)methylene]-1H-isoindol-1-one with hydrazine hydrate in the presence of a template agent (metal acetates) in butanol environment metal complexes formed of 1-methyltetrabenzooctadehydrocorrin. A scheme of formation of these compounds was suggested and their spectral characteristics were investigated.

  DOI：

  10.1134/s1070428009020080

文献信息

• meso-Quinolyl-substituted Tetrabenzoporphins. Synthesis and Properties
  作者：N. E. Galanin、E. V. Kudrik、M. E. Lebedev、V. V. Aleksandriiskii、G. P. Shaposhnikov

  DOI：10.1007/s11178-005-0161-7

  日期：2005.2

  Prolonged heating of phthalimide with 2-methylquinoline in the presence of zinc oxide afforded zink complexes of meso-tri-, di- and monoquinolyltetrabenzoporphins. Alternative preparation methods were developed for some among these compounds. The corresponding porphins were prepared by treating complexes with hydrochloric acid. The spectral characteristics of compounds synthesized were investigated.

  在氧化锌存在的情况下，将邻苯二甲酰亚胺与 2-甲基喹啉长时间加热，可得到中-三-、二-和单-喹啉基四苯甲吗啡的锌络合物。针对其中一些化合物，开发出了其他制备方法。用盐酸处理络合物可以制备相应的卟吩。研究了合成化合物的光谱特征。
• ——
  作者：N. E. Galanin、E. V. Kudrik、G. P. Shaposhnikov

  DOI：10.1023/a:1020715202738

  日期：——

  meso-Monophenyltetrabenzoporphine and its zinc complex were synthesized starting from 3-(3-oxo-2,3-dihydro-1H-isoindol-1-yiidenemethyl)-1H-isoindol-1-one. The effect of unsymmetrical meso-substitution on physical and spectral properties of the products is discussed. The results of quantum-chemical calculations suggest spatial distortion of the porphyrin macroring.
• 5,15-dialkyl-substituted tetrabenzoporphyrins and their zinc complexes. Synthesis and spectral properties
  作者：N. E. Galanin、L. A. Yakubov、V. E. Maizlish、G. P. Shaposhnikov

  DOI：10.1134/s1070428007090242

  日期：2007.9

  Reactions of phthalimide with capric and stearic acids gave 1-[1-(1-oxo-1H-isoindol-3-yl)nonylidene]-2,3-dihydro-1H-isoindol-3-one and 1-[1-(1-oxo-1H-isoindol-3-yl)heptadecylidene]-2,3-dihydro-1H-isoindol-3-one, respectively. The latter were heated with zinc(II) acetate to obtain zinc complexes of 5,15-dioctyl- and 5,15-dihexadecyltetrabenzoporphyrins. The same complexes were synthesized by reaction of 1-(1-oxo-1H-isoindol-3-ylmethylidene)-2,3-dihydro- 1H-isoindol-3-one with capric or stearic acid in the presence of zinc(II) oxide. The corresponding free porphyrin ligands were obtained by treatment of the metal complexes with sulfuric acid.
• Galanin; Kudrik; Shaposhnikov, Russian Journal of General Chemistry, <hi>2000</hi>, vol. 70, # 8, p. 1292 - 1295
  作者：Galanin、Kudrik、Shaposhnikov

  DOI：——

  日期：——
• Synthesis and properties of zinc complexes of meso-hexadecyloxy-substituted tetrabenzoporphyrin and tetrabenzoazaporphyrins
  作者：L. A. Yakubov、N. E. Galanin、G. P. Shaposhnikov

  DOI：10.1134/s1070428008050217

  日期：2008.5

  The hexadecyloxyacetic acid was prepared by alkylation of glycolic acid. Proceeding from the acid obtained zinc complexes were synthesized of meso-trans-di(hexadecyloxy)tetra-benzoporphyrin, meso-tetra(hexadecyloxy)tetrabenzoporphyrin, and also of meso-hexadecyloxytetrabenzoazaporphyrins. The spectral properties of compounds synthesized were investigated.