2,3,12,13,17,18-hexaphenyl-7,7,8,8-tetramethyltetraazachlorin

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,3,12,13,17,18-hexaphenyl-7,7,8,8-tetramethyltetraazachlorin
• 英文别名: 19,19,20,20-Tetramethyl-4,5,9,10,14,15-hexakis-phenyl-2,7,12,17,21,22,23,24-octazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21)-decaene；19,19,20,20-tetramethyl-4,5,9,10,14,15-hexakis-phenyl-2,7,12,17,21,22,23,24-octazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21)-decaene
• 化学式: C₅₆H₄₄N₈
• 分子量: 829.019
• InChiKey: XLURRKSGARJDRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13
• 重原子数：
  64
• 可旋转键数：
  6
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  四甲基琥珀腈 、 dicyanostilbene 在 N,N-二甲基乙醇胺 作用下， 反应 4.0h， 以3.82%的产率得到2,3,12,13,17,18-hexaphenyl-7,7,8,8-tetramethyltetraazachlorin
  参考文献：
  名称：

  Phthalocyanines and related compounds: XLII. Synthesis of phenyl-substituted tetraazachlorins and tetraazabacteriochlorins

  摘要：

  New oxidation-resistant hexaphenyl-substituted tetramethyltetraazachlorin, its nickel complex, and tetraphenyl-substituted octamethyltetraazabacteriochlorin and octamethyltetraazaisobacteriochlorin nickel complexes were synthesized for the first time by mixed condensation of diphenylmaleonitrile with tetramethylsuccinonitrile in the presence of lithium dimethylaminoethoxide or nickel chloride. The products were characterized by electronic absorption, H-1 NMR, and mass spectra. Mixed condensation of diphenylsuccinonitrile with phthalonitrile in the presence of nickel chloride was found to give nickel complexes of phenyl-substituted benzo-fused tetraazaporphyrins rather than their hydrogenated derivatives.

  DOI：

  10.1134/s1070363206070280

文献信息

• An efficient synthesis of metal-free tetraazachlorins<i>via</i>indium complexes
  作者：Elena A. Makarova、Semyon V. Dudkin、Evgeny A. Lukyanets

  DOI：10.1142/s1088424613500338

  日期：2013.8

  An efficient synthetic route for the preparation of benzene or 1,2-naphthalene fused and phenyl substituted metal-free tetraazachlorins with yields up to 40% was developed using In ( III ) as a removable template. New substituted tribenzotetraazachlorins derivatives with tert-butyl and phenylsulfanyl groups in β and α position of fused benzene rings, correspondingly, were synthesized by novel approach and their spectral properties were investigated.

  以 In ( III ) 为可移除模板，开发了一条制备苯或 1,2-萘融合和苯基取代的无金属四氮杂环胺的高效合成路线，收率高达 40%。通过新方法合成了在融合苯环的 β 和 α 位上分别带有叔丁基和苯硫基的新的取代三苯并四氮杂环丁烷衍生物，并研究了它们的光谱特性。