2,7-bis(hexanoyloxy)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone | 1335149-93-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,7-bis(hexanoyloxy)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone
• 英文别名: O,O'-di-n-hexanoylDHNDI；(13-Hexanoyloxy-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl) hexanoate；(13-hexanoyloxy-5,7,12,14-tetraoxo-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaen-6-yl) hexanoate
• CAS: 1335149-93-3
• 化学式: C₂₆H₂₆N₂O₈
• 分子量: 494.501
• InChiKey: WVZSSBAZORRLGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,7-dihydroxybenzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone 、 庚酰氯 在 4-二甲氨基吡啶 、 三正丁胺 作用下， 以 氯仿 为溶剂， 反应 18.0h， 以74%的产率得到2,7-bis(hexanoyloxy)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone
  参考文献：
  名称：

  O,O′-Disubstituted N,N′-Dihydroxynaphthalenediimides (DHNDI): First Principles Designed Organic Building Blocks for Materials Science

  摘要：

  N,N'-Disubstituted naphthalenedlimIdes (NDIs), planar, electron-deficient building blocks, play an important role in materials and biological sciences. Naphthalene core substituents control the HOMO and LUMO energies, whereas the N-alkyl or aryl substituents affect the solubility, aggregation, and packing propensity in condensed phases. N,N'-Dihydroxynaphthalenedlimide (DHNDI) allows expanding the chemical diversity by O-alkylation, acylation, or sulfonylation; these derivatives also allow fine-tuning of the HOMO/LUMO levels. The synthesis, UV-vis, electrochemical, solid state, and computational prediction of the properties of such derivatives are presented.

  DOI：

  10.1021/ol201906z

文献信息

• Catalyst comprised of n-substituted cyclic imides and processes for preparing organic compounds with the catalyst
  申请人：——

  公开号：US20040053778A1

  公开（公告）日：2004-03-18

  A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): 1 wherein R is a hydroxyl-protecting group. Preferred R is a hydrolyzable protecting group. R may be a group obtained from an acid by eliminating an OH group therefrom. Such acids include, for example, carboxylic acids, sulfonic acids, carbonic acid, carbamic acid, sulfuric acid, nitric acid, phosphoric acids and boric acids. The catalyst may include the imide compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.

  该发明的催化剂包括具有以下式子(I)所表示的N-取代环状酰亚胺骨架的酰亚胺化合物：其中R是羟基保护基。首选的R是可水解的保护基。R可以是通过从酸中消除OH基团获得的基团。这些酸包括例如羧酸、磺酸、碳酸、氨基甲酸、硫酸、硝酸、磷酸和硼酸。催化剂可以包括酰亚胺化合物和金属化合物的组合。在催化剂的存在下，使能够形成自由基的化合物(A)与自由基清除化合物(B)反应，从而生成化合物(A)和化合物(B)或其衍生物的加成或取代反应产物。该催化剂可以在温和条件下产生高选择性和高收率的有机化合物，例如加成或取代反应的产物。
• Catalyst comprising n-substituted cyclic imide compound and process for producing organic compounds using the catalyst
  申请人：Ishii Yasutaka

  公开号：US20060229196A1

  公开（公告）日：2006-10-12

  A catalyst of the invention includes an imide compound having a N-substituted cyclic imide skeleton represented by following Formula (I): wherein R is a hydroxyl-protecting group. Preferred R is a hydrolyzable protecting group. R may be a group obtained from an acid by eliminating an OH group therefrom. Such acids include, for example, carboxylic acids, sulfonic acids, carbonic acid, carbamic acid, sulfuric acid, nitric acid, phosphoric acids and boric acids. The catalyst may include the imide compound and a metallic compound in combination. In the presence of the catalyst, (A) a compound capable of forming a radical is allowed to react with (B) a radical scavenging compound and thereby yields an addition or substitution reaction product of the compound (A) and the compound (B) or a derivative thereof. This catalyst can produce an organic compound with a high selectivity in a high yield as a result of, for example, an addition or substitution reaction under mild conditions.

  该发明的催化剂包括以下公式（I）所表示的具有N-取代环状酰亚胺骨架的酰亚胺化合物：其中R是一个羟基保护基。首选的R是可水解的保护基。R可以是从酸中消除OH基团得到的基团。这些酸包括例如羧酸，磺酸，碳酸，氨基甲酸，硫酸，硝酸，磷酸和硼酸。催化剂可以包括酰亚胺化合物和金属化合物的组合。在催化剂的存在下，将（A）能够形成自由基的化合物与（B）自由基清除化合物反应，从而生成化合物（A）和化合物（B）或其衍生物的加成或取代反应产物。这种催化剂可以在温和条件下产生高选择性的有机化合物，例如加成或取代反应，从而获得高收率。
• CATALYSTS COMPRISED OF N-SUBSTITUTED CYCLIC IMIDES AND PROCESSES FOR PREPARING ORGANIC COMPOUNDS WITH THE CATALYSTS
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP1433527B1

  公开（公告）日：2013-11-06
• US7084090B2
  申请人：——

  公开号：US7084090B2

  公开（公告）日：2006-08-01
• <i>O</i>,<i>O′</i>-Disubstituted <i>N</i>,<i>N′</i>-Dihydroxynaphthalenediimides (DHNDI): First Principles Designed Organic Building Blocks for Materials Science
  作者：Eric Assen B. Kantchev、Huei Shuan Tan、Tyler B. Norsten、Michael B. Sullivan

  DOI：10.1021/ol201906z

  日期：2011.10.21

  N,N'-Disubstituted naphthalenedlimIdes (NDIs), planar, electron-deficient building blocks, play an important role in materials and biological sciences. Naphthalene core substituents control the HOMO and LUMO energies, whereas the N-alkyl or aryl substituents affect the solubility, aggregation, and packing propensity in condensed phases. N,N'-Dihydroxynaphthalenedlimide (DHNDI) allows expanding the chemical diversity by O-alkylation, acylation, or sulfonylation; these derivatives also allow fine-tuning of the HOMO/LUMO levels. The synthesis, UV-vis, electrochemical, solid state, and computational prediction of the properties of such derivatives are presented.