1-tert-butoxycarbonyl-5,6-dibutoxycarbonyl-4,5,6,7-dihydro-2H-isoindole | 870767-51-4

• 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-tert-butoxycarbonyl-5,6-dibutoxycarbonyl-4,5,6,7-dihydro-2H-isoindole
• 英文别名: 5-O,6-O-dibutyl 1-O-tert-butyl 4,5,6,7-tetrahydro-2H-isoindole-1,5,6-tricarboxylate
• CAS: 870767-51-4
• 化学式: C₂₃H₃₅NO₆
• 分子量: 421.534
• InChiKey: AUPZMPRLNCEFEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  94.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-tert-butoxycarbonyl-5,6-dibutoxycarbonyl-4,5,6,7-dihydro-2H-isoindole 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以35%的产率得到dibutyl 4,5,6,7-tetrahydro-2H-isoindole-5,6dicarboxylate
  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：

  四氢化邻苯二甲酸酐 在 potassium tert-butylate 、 对甲苯磺酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 生成 1-tert-butoxycarbonyl-5,6-dibutoxycarbonyl-4,5,6,7-dihydro-2H-isoindole
  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 of Phosphorescent Asymmetrically π-Extended Porphyrins for Two-Photon Applications
  作者：Tatiana V. Esipova、Sergei A. Vinogradov

  DOI：10.1021/jo501521x

  日期：2014.9.19

  nonplanar distortion of the macrocycle, ensuring high triplet emissivity. A syn-DBP bearing four alkoxycarbonyl groups in the benzo rings and possessing a large static dipole moment was also synthesized. Photophysical properties (2PA brightness and phosphorescence quantum yields and lifetimes) of the new porphyrins were measured, and their ground-state structures were determined by DFT calculations and/or

  近年来，人们对具有增强双光子吸收（2PA）的卟啉进行了大量努力。然而，它们的三重态性质是许多应用的核心，但很少得到并行研究。在这里，我们报道了不对称π延伸铂(II)和钯(II)卟啉的合成，由于反转中心对称性的破坏，其2PA进入单光子吸收态的能力得到增强，其三重态可以表示为通过室温磷光监测。通过相应的二吡咯甲烷的[2+2]缩合和随后的氧化芳构化合成了5,15-二芳基-顺式-二苯并卟啉（DBP）和顺式-二萘卟啉（DNP）。内消旋芳基环上的丁氧羰基使这些卟啉在一系列有机溶剂中具有良好的溶解性，而5,15-内消旋芳基取代导致大环的非平面畸变最小化，从而确保了高三线态发射率。还合成了苯并环上带有四个烷氧基羰基并具有大静态偶极矩的syn - DBP 。测量了新卟啉的光物理性质（2PA亮度和磷光量子产率和寿命），并通过DFT计算和/或X射线分析确定了它们的基态结构。所开发的合成方法应有助于构建π-延伸卟
• 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.