tert-butyl 5,8-bis(4-ethoxy-4-oxobutoxy)-4,9-dihydro-2H-benzo[f]isoindole-3-carboxylate | 870767-71-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: tert-butyl 5,8-bis(4-ethoxy-4-oxobutoxy)-4,9-dihydro-2H-benzo[f]isoindole-3-carboxylate
• CAS: 870767-71-8
• 化学式: C₂₉H₃₉NO₈
• 分子量: 529.631
• InChiKey: BOWCAQNLXDZCCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  38
• 可旋转键数：
  17
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  tert-butyl 5,8-bis(4-ethoxy-4-oxobutoxy)-4,9-dihydro-2H-benzo[f]isoindole-3-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以98%的产率得到4-[8-(3-Ethoxycarbonyl-propoxy)-4,9-dihydro-2H-benzo[f]isoindol-5-yloxy]-butyric acid ethyl ester
  参考文献：
  名称：

  Synthesis and Luminescence of Soluble meso-Unsubstituted Tetrabenzo- and Tetranaphtho[2,3]porphyrins

  摘要：

  Syntheses of soluble tetrabenzoporphyrins (TBP) and tetranaphtho[2,3]porphyrins (TNP), with multiple substituents in the conjugated aromatic rings but bearing no substituents in the mesopositions, is reported. Both types of porphyrins were obtained by direct aromatization of precursor porphyrins, annealed with either cyclohexene or dihydronaphthalene fragments. TBPs and TNPs possess powerful absorption bands in the near-infrared (lambda = 610-710 nm, is an element of = 100,000-300,000 M-1 cm(-1)) and exhibit strong luminescence. Free bases and Zn complexes fluoresce with quantum yields of up to 50%, whereas Pd and Pt complexes phosphoresce in solutions at ambient temperatures. Remarkably, the phosphorescence quantum yields of Pd and Pt TBPs reach as high as 20-50%, which places them among the brightest near-infrared phosphors known to date.

  DOI：

  10.1021/jo051580r
• 作为产物：
  描述：

  4-[6-Chloro-4-(3-ethoxycarbonyl-propoxy)-7-phenylsulfanyl-5,6,7,8-tetrahydro-naphthalen-1-yloxy]-butyric acid ethyl ester 在 potassium tert-butylate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 tert-butyl 5,8-bis(4-ethoxy-4-oxobutoxy)-4,9-dihydro-2H-benzo[f]isoindole-3-carboxylate
  参考文献：
  名称：

  Synthesis and Luminescence of Soluble meso-Unsubstituted Tetrabenzo- and Tetranaphtho[2,3]porphyrins

  摘要：

  Syntheses of soluble tetrabenzoporphyrins (TBP) and tetranaphtho[2,3]porphyrins (TNP), with multiple substituents in the conjugated aromatic rings but bearing no substituents in the mesopositions, is reported. Both types of porphyrins were obtained by direct aromatization of precursor porphyrins, annealed with either cyclohexene or dihydronaphthalene fragments. TBPs and TNPs possess powerful absorption bands in the near-infrared (lambda = 610-710 nm, is an element of = 100,000-300,000 M-1 cm(-1)) and exhibit strong luminescence. Free bases and Zn complexes fluoresce with quantum yields of up to 50%, whereas Pd and Pt complexes phosphoresce in solutions at ambient temperatures. Remarkably, the phosphorescence quantum yields of Pd and Pt TBPs reach as high as 20-50%, which places them among the brightest near-infrared phosphors known to date.

  DOI：

  10.1021/jo051580r

文献信息

• Synthesis and Luminescence of Soluble <i>m</i><i>eso-</i>Unsubstituted Tetrabenzo- and Tetranaphtho[2,3]porphyrins
  作者：Olga S. Finikova、Andrei V. Cheprakov、Sergei A. Vinogradov

  DOI：10.1021/jo051580r

  日期：2005.11.1

  Syntheses of soluble tetrabenzoporphyrins (TBP) and tetranaphtho[2,3]porphyrins (TNP), with multiple substituents in the conjugated aromatic rings but bearing no substituents in the mesopositions, is reported. Both types of porphyrins were obtained by direct aromatization of precursor porphyrins, annealed with either cyclohexene or dihydronaphthalene fragments. TBPs and TNPs possess powerful absorption bands in the near-infrared (lambda = 610-710 nm, is an element of = 100,000-300,000 M-1 cm(-1)) and exhibit strong luminescence. Free bases and Zn complexes fluoresce with quantum yields of up to 50%, whereas Pd and Pt complexes phosphoresce in solutions at ambient temperatures. Remarkably, the phosphorescence quantum yields of Pd and Pt TBPs reach as high as 20-50%, which places them among the brightest near-infrared phosphors known to date.