8-(4-bromophenyl)-1-[[8-(4-bromophenyl)-4,12-bis(dimethylamino)-15-oxa-1lambda4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaen-1-yl]oxy]-4-N,4-N,12-N,12-N-tetramethyl-15-oxa-1lambda4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaene-4,12-diamine | 1447918-85-5

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 8-(4-bromophenyl)-1-[[8-(4-bromophenyl)-4,12-bis(dimethylamino)-15-oxa-1lambda4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaen-1-yl]oxy]-4-N,4-N,12-N,12-N-tetramethyl-15-oxa-1lambda4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaene-4,12-diamine
• 英文别名: 8-(4-bromophenyl)-1-[[8-(4-bromophenyl)-4,12-bis(dimethylamino)-15-oxa-1λ4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaen-1-yl]oxy]-4-N,4-N,12-N,12-N-tetramethyl-15-oxa-1λ4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaene-4,12-diamine
• CAS: 1447918-85-5
• 化学式: C₄₆H₄₄Br₂N₄O₃Te₂
• 分子量: 1115.89
• InChiKey: ZPBYIUWNIQUTMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  甲醇 、 在 N-氯代丁二酰亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 8-(4-bromophenyl)-1-[[8-(4-bromophenyl)-4,12-bis(dimethylamino)-15-oxa-1lambda4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaen-1-yl]oxy]-4-N,4-N,12-N,12-N-tetramethyl-15-oxa-1lambda4-telluratetracyclo[6.6.1.02,7.09,14]pentadeca-2(7),3,5,9(14),10,12-hexaene-4,12-diamine 、 9-(4-bromophenyl)-3,6-bis(dimethylamino)-9-methoxy-9H-telluroxanthene 10-oxide
  参考文献：
  名称：

  Organotellurium Fluorescence Probes for Redox Reactions: 9-Aryl-3,6-diaminotelluroxanthylium Dyes and Their Telluroxides

  摘要：

  Several 9-aryl-3,6-diarninotelluroxanthylium dyes with phenyl, 2-methylphenyl, and 2,4,6-trimethylphenyl substituents at the 9-position were prepared. The characterization of these compounds included determination of Te-125 NMR spectra, fluorescence quantum yields (Phi(F)), and quantum yields for the generation of singlet oxygen [Phi(O-1(2))]. While these compounds were essentially nonfluorescent (Phi(F) < 0.005), they produce O-1(2) with Phi(O-1(2)) between 0.43 and 0.90. The tellurorosamines were oxidized with O-1(2) via self-photosensitization to the corresponding telluroxides, which allowed their preparation free of excess oxidant. Telluroxides with a 9-(2-methylphenyl) or 9-(2,4,6-trimethyl-phenyl) substituent were fluorescent with quantum yields for fluorescence between 0.20 and 0.31. Steric bulk at the 9-position of the resulting telluroxides impacted rates of inter- and intramolecular attack of nucleophiles and stability of the telluroxide in aqueous media near physiological pH. The yield of reduction of the telluroxide with glutathione was also dependent on the steric bulk of the 9-aryl substituent. The structure of products from oxidation of the 9-(4-bromophenyl) tellurorosamine was determined by X-ray crystallography and indicated the addition of oxygen nucleophiles to the 9-position of the telluroxide oxidation state of the tellurorosamine.

  DOI：

  10.1021/om400467s