2,3,2',3'-tetraphenyl-[6,6']biquinoxalinyl | 16111-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3,2',3'-tetraphenyl-[6,6']biquinoxalinyl
• 英文别名: 2,2',3,3'-tetraphenyl-6,6'-biquinoxaline；6-(2,3-diphenylquinoxalin-6-yl)-2,3-diphenylquinoxaline
• CAS: 16111-01-6
• 化学式: C₄₀H₂₆N₄
• mdl: MFCD01077001
• 分子量: 562.673
• InChiKey: QESBRXIXJOBVGC-UHFFFAOYSA-N

物化性质

• 熔点：
  >295 °C
• 沸点：
  694.8±50.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  44
• 可旋转键数：
  5
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  lithium tetrachloropalladate 、 2,3,2',3'-tetraphenyl-[6,6']biquinoxalinyl 以 乙醇 为溶剂， 生成 [(PdCl2)2(μ-(2,2'-diphenyl)[3,3'-di(phenyl-2-ido)]-6,6'-biquinoline)](2-)
  参考文献：
  名称：

  Spectroscopic and electrochemical properties of cyclopalladated complexes of 2,3-diphenylquinoxaline and 2,2′,3,3′-tetraphenyl-6,6′-biquinoline

  摘要：

  Comparative study of cyclopalladated ethylenediamine complexes of 2,3-diphenylquinoxaline (Hdphqx) [Pd(dphqx)En]ClO4 and 2,2 ',3,3 '-tetraphenylbiquinoline (H(2)tphbq) [(PdEn)(2)(mu-tphbq)](ClO4)(2), and the free heterocyclic ligands was performed by means of H-1 NMR spectroscopy, electronic absorption and emission spectroscopy, and cyclic voltammetry. It was shown that cyclopalladation gives rise to a long-wave absorption band in the visible spectrum, a batochromic shift of the vibrationally structured phosphorescence band, and an anodic shift of the ligand-centered reduction potential of the complexes com-pared to free ligands.

  DOI：

  10.1134/s1070363208040257
• 作为产物：
  描述：

  2-碘-1,2-二苯基乙酮 在 二甲基亚砜 作用下， 反应 1.0h， 生成 2,3,2',3'-tetraphenyl-[6,6']biquinoxalinyl
  参考文献：
  名称：

  通过整合来自酮和1,2-二胺的碘化/氧化/环化序列，对喹喔啉进行逻辑设计和合成

  摘要：

  从简单的酮和1,2-二胺开发了一种新颖的喹喔啉合成方案。此过程通过连续碘化经历了一个逻辑方式双-取代的喹喔啉/ kornblum氧化反应/环化在我的存在2 /的CuO / DMSO中，并通过以单取代的喹喔啉碘化/环化/芳构化中的我的存在2 /的CuO / K 3 PO 4 ·3H 2 O.

  DOI：

  10.1016/j.tet.2012.09.056

文献信息

• N-Bromosuccinimide-Mediated Synthesis of Substituted Quinoxalines
  作者：Meng-Yang Chang、Chieh-Kai Chan

  DOI：10.1055/s-0035-1561472

  日期：——

  Abstract An efficient and simple N-bromosuccinimide-mediated two-step synthesis of substituted quinoxalines from 1,2-diarylacetylenes and 1,2-diaminobenzenes in boiling AcOH, during a one-pot procedure has been developed. All the structures of the substituted quinoxalines were confirmed, some by single-crystal X-ray crystallography. Possible reaction pathways were discussed, and some data were matched

  摘要 已经开发出了一种有效的，简单的N-溴代琥珀酰亚胺介导的两步合成法，可通过一锅法在沸腾的AcOH中由1,2-二芳基乙炔和1,2-二氨基苯合成取代的喹喔啉。证实了取代的喹喔啉的所有结构，其中一些通过单晶X射线晶体学确定。讨论了可能的反应途径，并将一些数据与以前的工作相匹配。 已经开发出了一种有效的，简单的N-溴代琥珀酰亚胺介导的两步合成法，可通过一锅法在沸腾的AcOH中由1,2-二芳基乙炔和1,2-二氨基苯合成取代的喹喔啉。证实了取代的喹喔啉的所有结构，其中一些通过单晶X射线晶体学确定。讨论了可能的反应途径，并将一些数据与以前的工作相匹配。
• A Selective, Expeditious and Sustainable Entry en Route to Benzopyrazines and bis-Benzopyrazines
  作者：Debasish Bandyopadhyay、Sanghamitra Mukherjee、Bimal Banik

  DOI：10.2174/1386207318666150131125053

  日期：2015.2.13

  A convenient green synthesis of benzopyrazines and bis-benzopyrazines has been performed by the condensation of diversely substituted diamines and dicarbonyl compounds in water using indium powder as catalyst under controlled microwave exposure. The effects of microwave power, and temperature on this reaction are investigated in detail to identify the best condition. A wide range of diversely substituted diamines and dicarbonyl compounds produce excellent yield of the corresponding benzopyrazines and bis-benzopyrazines. A comparative study has also been made between microwave-induced procedure and conventional method. The present method is atom-economical, environmentally friendly, and affords synthetically useful and challenging products very rapidly.

  一种便捷的绿色合成苯并吡嗪和双苯并吡嗪的方法已经通过将多种取代的二胺和二羰基化合物在水中，以铟粉作为催化剂，在受控的微波照射下进行冷凝反应。详细研究了微波功率和温度对该反应的影响，以确定最佳条件。多种取代的二胺和二羰基化合物可以产生相应苯并吡嗪和双苯并吡嗪的优良产率。还对微波诱导的方法与传统方法进行了比较研究。该方法具有原子经济性、环保性，能够快速提供合成上有用且具有挑战性的产品。
• Poly(N,N ′-dibromo-N-ethyl-benzene-1,3-disulphonamide) and N,N,N ′,N ′-tetrabromobenzene-1,3-disulphonamide as novel catalysts for synthesis of quinoxaline derivatives
  作者：RAMIN GHORBANI-VAGHEI、SOMAYE HAJINAZARI

  DOI：10.1007/s12039-013-0386-x

  日期：2013.3

  Poly(N,N ′ -dibromo-N-ethyl-benzene-1,3-disulphonamide) [PBBS] and N,N,N ′ ,N ′ -tetrabromobenzene-1,3-disulphonamide [TBBDA] were used as efficient catalysts for the synthesis of quinoxaline derivatives in excellent yields from 1,2-diamines and 1,2-dicarbonyls under aqueous and solvent-free conditions. Poly(N,N′-dibromo-N-ethyl-benzene-1,3-disulphonamide) [PBBS] and N,N,N′, N′-tetrabromobenzene-1

  聚（Ñ，Ñ ' -dibromo- ñ -乙基-苯-1,3- disulphonamide）[PBBS]和Ñ，Ñ，Ñ '，Ñ ' -tetrabromobenzene -1,3- disulphonamide [TBBDA]被用作有效的催化剂用于在水和无溶剂条件下由1,2-二胺和1,2-二羰基化合物以优异的收率合成喹喔啉衍生物。 聚（N，N'-二溴-N-乙基-苯-1,3-二磺酰胺）[PBBS]和N，N，N '，N'-四溴苯-1,3-二磺酰胺[TBBDA]被用作有效催化剂用于在水和无溶剂条件下由1,2-二胺和1,2-二羰基化合物以优异的收率合成喹喔啉衍生物。
• Polyethylene glycol in water: A simple, efficient and green protocol for the synthesis of quinoxalines
  作者：HEMANT V CHAVAN、LAXMAN K ADSUL、BABASAHEB P BANDGAR

  DOI：10.1007/s12039-011-0081-8

  日期：2011.7

  quinoxaline derivatives has been efficiently synthesized in excellent yields under extremely mild conditions using PEG-600 and water. This inexpensive, non-toxic, eco-friendly and readily available system efficiently condensed several aromatic as well as aliphatic 1,2-diketones with aromatic and aliphatic 1,2-diamines to afford the products in excellent yield. Polyethylene glycol (PEG) can be recovered and

  使用PEG-600和水，已在极其温和的条件下以优异的收率高效合成了多种生物学上重要的喹喔啉衍生物。这种廉价，无毒，环保且易于获得的系统可将几种芳香族以及脂肪族1,2-二酮与芳香族和脂肪族1,2-二胺有效缩合，从而以优异的收率提供产品。聚乙二醇（PEG）可以回收再利用。 具有重要生物学意义的喹喔啉衍生物已使用PEG-600和水在极温和的条件下以高收率高效合成。
• Brönsted acid hydrotrope combined catalyst for environmentally benign synthesis of quinoxalines and pyrido[2,3-b]pyrazines in aqueous medium
  作者：Arjun Kumbhar、Santosh Kamble、Madhuri Barge、Gajanan Rashinkar、Rajashri Salunkhe

  DOI：10.1016/j.tetlet.2012.03.097

  日期：2012.5

  A new Brönsted acid hydrotrope combined catalyst (BAHC) has been developed and applied in acid catalyzed synthesis of pyrido[2,3-b]pyrazines and quinoxalines in an aqueous medium at ambient temperature with excellent yields. Interestingly, the catalyst can be easily recovered after the reactions and reused. Furthermore, BAHC catalyst worked well and avoids the use of organic solvents. We have reported

  已开发出一种新的布朗斯台德酸水溶助长剂联合催化剂（BAHC），并用于在室温下在水性介质中以优异的收率对吡啶并[2,3- b ]吡嗪和喹喔啉进行酸催化合成。有趣的是，催化剂可以在反应后容易地回收并再利用。此外，BAHC催化剂效果很好，并且避免使用有机溶剂。我们已经在本文中报道了在大气和人类生存中具有较少灾难性影响的合成途径。