3-((8-溴辛基)氧基)苯甲醛 | 1017579-73-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-((8-溴辛基)氧基)苯甲醛
• 英文名称: 3-((8-bromooctyl)oxy)benzaldehyde
• 英文别名: 3-(8-Bromooctoxy)benzaldehyde；3-(8-bromooctoxy)benzaldehyde
• CAS: 1017579-73-5
• 化学式: C₁₅H₂₁BrO₂
• 分子量: 313.235
• InChiKey: QUMWNVMYPRJANZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-((8-溴辛基)氧基)苯甲醛 在 dirhodium tetraacetate 、 四丁基碘化铵 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 (1S,3S)-2,9-dioxa-18-azapentacyclo[16.6.1.14,8.01,3.019,24]hexacosa-4(26),5,7,19,21,23-hexaen-25-one
  参考文献：
  名称：

  Demonstration of 14–20-membered intramolecular carbonyl ylides: diastereoselective synthesis of macrocycles incorporating spiro-indolooxiranes

  摘要：

  A range of macrocycles (13-19-membered) possessing spiro-indolooxirane unit were synthesized with complete diastereoselectivity in good yield by the rhodium(II) acetate catalyzed reaction of substituted cyclic diazoamides in dry dichloromethane. The reaction proceeds via the formation of the corresponding macrocyclic carbonyl ylide followed by a con-rotatory electrocyclization process. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.052
• 作为产物：
  描述：

  1,8-二溴辛烷 、 间羟基苯甲醛 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 以71%的产率得到3-((8-溴辛基)氧基)苯甲醛
  参考文献：
  名称：

  杂合血管生成抑制剂：基于1-脱氧野oji霉素和芳基-1,2,3-三唑的双功能化合物的合成和生物学评估。

  摘要：

  描述了作为潜在的双功能血管生成抑制剂的1-脱氧野oji霉素（DNJ）和5-芳基-1,2,3-三唑的杂化物的合成。DNJ成分抑制了血管生成所需的细胞表面寡糖的生物合成，而芳基1,2,3-三唑则抑制了蛋氨酸氨基肽酶II（血管生成治疗的靶标）。与单独使用DNJ或单独使用5-芳基-1,2,3-三唑相比，一种双功能化合物在体外是更有效的血管生成抑制剂。

  DOI：

  10.1016/j.bmcl.2007.12.034

文献信息

• A bifunctional catalyst for carbon dioxide fixation: cooperative double activation of epoxides for the synthesis of cyclic carbonates
  作者：Tadashi Ema、Yuki Miyazaki、Shohei Koyama、Yuya Yano、Takashi Sakai

  DOI：10.1039/c2cc30591g

  日期：——

  We have developed a very active bifunctional porphyrin catalyst showing a high turnover number (TON = 103 000) for the synthesis of cyclic carbonates from CO2 and epoxides under solvent-free conditions.

  我们开发了一种非常活跃的双功能卟啉催化剂，在无溶剂条件下，用于二氧化碳和环氧化物合成环状碳酸酯的反应中，显示了极高的周转数（TON = 103,000）。
• Cycloaddition of epoxides and CO₂ catalyzed by bisimidazole-functionalized porphyrin cobalt(<scp>iii</scp>) complexes
  作者：Xu Jiang、Faliang Gou、Fengjuan Chen、Huanwang Jing

  DOI：10.1039/c6gc00370b

  日期：——

  Bisimidazole-functionalized cobaltoporphyrin acted as efficient bifunctional catalysts to facilitate the synthesis of cyclic carbonates from epoxides and CO2.

  双咪唑官能化的钴卟啉充当有效的双官能催化剂，以促进由环氧化物和CO 2合成环状碳酸酯。
• Chiral Bifunctional Metalloporphyrin Catalysts for Kinetic Resolution of Epoxides with Carbon Dioxide
  作者：Chihiro Maeda、Mayato Mitsuzane、Tadashi Ema

  DOI：10.1021/acs.orglett.9b00447

  日期：2019.3.15

  triazolium halide units were synthesized as bifunctional catalysts for kinetic resolution of epoxides with CO2. Several catalysts were screened by changing the linker length and nucleophilic counteranions, and the optimized catalyst accelerated the enantioselective reaction at ambient temperature to produce optically active cyclic carbonates and epoxides.

  合成了具有卤化三唑鎓单元的手性联萘联的Zn（II）卟啉作为双功能催化剂，用于动力学拆分CO 2的环氧化物。通过改变接头长度和亲核抗衡阴离子筛选了几种催化剂，优化的催化剂在环境温度下加速了对映选择性反应，从而生成了光学活性的环状碳酸酯和环氧化物。
• New strapped porphyrins as hosts for fullerenes: synthesis and complexation study
  作者：Jean-Benoît Giguère、Jean-François Morin

  DOI：10.1039/c1ob06643a

  日期：——

  New strapped porphyrin-based hosts with different π-conjugated moieties and linkers have been prepared and their ability to bind with fullerenes was studied in dilute solution. We found that the ability of these hosts to bind with fullerenes strongly depends on their chemical nature and more precisely on the substitution pattern of the porphyrin deck. As expected, the more electron-rich hosts containing either an exTTF or a porphyrin unit as the strap bind fullerenes more efficiently with association constants of up to 3.9 × 105 M−1. The results clearly demonstrate the potential of such hosts as a supramolecular scaffold for surface immobilization of pristine fullerenes.

  我们制备了具有不同 π 共轭分子和连接体的新型带状卟啉基宿主，并研究了它们在稀溶液中与富勒烯结合的能力。我们发现，这些宿主与富勒烯的结合能力在很大程度上取决于它们的化学性质，更确切地说，取决于卟啉甲板的取代模式。正如我们所预期的那样，富含电子的宿主，无论是含有外TTF还是含有卟啉单元，都能更有效地与富勒烯结合，结合常数高达 3.9 × 105 M-1。这些结果清楚地证明了这种宿主作为超分子支架在表面固定原始富勒烯方面的潜力。
• METALLOPORPHYRIN COMPLEX, MANUFACTURING PROCESS THEREFOR AND CARBON DIOXIDE FIXATION CATALYST THEREFROM, AS WELL AS PROCESS FOR MANUFACTURING CYCLIC CARBONATE
  申请人：National University Corporation Okayama University

  公开号：US20140228561A1

  公开（公告）日：2014-08-14

  There is provided a metalloporphyrin complex represented by general formula (1): wherein M is a metal; A 1 to A 4 are independently of each other a substituent represented by general formula (2): -D-E + X − (2) wherein D is a divalent organic group having 1 to 20 carbon atoms; E + is a quaternary ammonium group or quaternary phosphonium group having 3 to 60 carbon atoms; and X is a halogen atom. There is thus provided a metalloporphyrin complex which, when used as a carbon dioxide fixation catalyst, exhibits high catalytic activity, has a small environmental burden and can be easily synthesized.

  提供了一个由通式（1）表示的金属卟啉配合物： 其中M是金属；A1到A4是独立的基团，由通式（2）表示： -D-E+X-（2） 其中D是具有1到20个碳原子的二价有机基团；E+是具有3到60个碳原子的季铵基团或季膦基团；X是卤素原子。因此提供了一种金属卟啉配合物，当用作二氧化碳固定催化剂时，具有高催化活性，环境负担小且易于合成。