cis-

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-
• 英文别名: (4aS,8aR)-2-N,3-N-bis(4-methylphenyl)-4a,5,6,7,8,8a-hexahydroquinoxaline-2,3-diamine
• 化学式: C₂₂H₂₆N₄
• 分子量: 346.475
• InChiKey: XRUAPGDLESOORY-BGYRXZFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cis- 、 丙泊酚 、 diethylzinc 以 四氢呋喃 、 甲苯 为溶剂， 以70%的产率得到[Zn(2,6-diisopropylphenolate)2(2,3-bis(4-tolylamino)-hexahydro-quinoxaline)]
  参考文献：
  名称：

  New Derivatives of Quinoxaline – Syntheses, Complex Formation and their Application as Controlling Ligands for Zinc Catalyzed Epoxide-CO₂–Copolymerization

  摘要：

  一系列氨基（3型）和肼基取代的喹喔啉（8型）已经合成，以研究它们与铁（III）和锌（II）离子配合的能力。2,3-二氯喹喔啉（1）与双胺基9环化，形成10型的融合环喹喔啉。其中一种化合物（10a）与2,6-二异丙基酚酸存在下形成了独特的大环六聚物配合物14。类似地，可以合成单体配合物12和13。所有这些新的锌配合物都能高度选择性地催化环己氧化物和二氧化碳的共聚反应，形成高分子聚合物。

  DOI：

  10.1515/znb-2002-0816
• 作为产物：
  描述：

  Cis-1,2-diaminocyclohexane 、 N,N'-bis(4-methylphenyl)ethanediimidoyl dichloride 在 三乙胺 作用下， 反应 48.0h， 以94%的产率得到cis-
  参考文献：
  名称：

  Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure II. Umsetzung mit Diaminen und Aminoalkoholen

  摘要：

  The aminolysis of bis-imidoylchloride 1 derived from oxalic acid with several diamines and aminoalcohols was investigated. At room temperature diamines 2 as well as aminoalcohols 7 give mainly the cyclic amidines 3 and mixed amidine-imidates 8 in moderately up to good yields. While cis-1,2-diaminocyclohexane yields at room temperature the bicyclic amidine 3a, the trans isomer reacts to 3b only when heated for several hours. Depending on the conditions, the racemic 1,2-diaminopropane 2h gives derivatives of pyrazine 3h or the open-chain amidine 5 resulting from an oxidative aromatization and subsequent hydrolysis. Histamine 2i and 1,8-diamino-3,6-dioxaoctane 2p react selectively with 1 to seven- respectively twelve-membered heterocycles 3i and 3p. The mixed aliphatic and aromatic diamines 2n, o show an anomalous behaviour leading to 2,2'-bis-chinazolines 3n, o.In comparison with acyclic oxalic amidines the new cyclic derivatives show less molecular dynamic in their nmr spectra. In some cases, a s-trans-arrangement of the amidine substructure was observed.

  DOI：

  10.1002/prac.199533701107

文献信息

• New Derivatives of Quinoxaline – Syntheses, Complex Formation and their Application as Controlling Ligands for Zinc Catalyzed Epoxide-CO₂–Copolymerization
  作者：O. Hampel、C. Rode、D. Walther、R. Beckert、H. Görls

  DOI：10.1515/znb-2002-0816

  日期：2002.8.1

  A series of amino-(type 3) as well as hydrazino-substituted quinoxalines (type 8) have been synthesized in order to study their ability to complex with iron(III) and zinc(II) ions. Cyclization of 2,3-dichloroquinoxaline (1) with a bis-amidine 9 leads to ring-fused quinoxalines of type 10. One of these compounds (10a) forms a unique macrocyclic hexameric complex 14 with zinc ions in the presence of 2,6-diisopropyl phenolate. In an analogous manner, the monomeric complexes 12 and 13 could be synthesized. All of these new zinc complexes catalyze the copolymerization of cyclohexene oxide and carbon dioxide with a high degree of selectivity in the resulting polymers.

  一系列氨基（3型）和肼基取代的喹喔啉（8型）已经合成，以研究它们与铁（III）和锌（II）离子配合的能力。2,3-二氯喹喔啉（1）与双胺基9环化，形成10型的融合环喹喔啉。其中一种化合物（10a）与2,6-二异丙基酚酸存在下形成了独特的大环六聚物配合物14。类似地，可以合成单体配合物12和13。所有这些新的锌配合物都能高度选择性地催化环己氧化物和二氧化碳的共聚反应，形成高分子聚合物。
• Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure II. Umsetzung mit Diaminen und Aminoalkoholen
  作者：Dirt Lindauer、Rainer Beckert、Thomas Billert、Manfred D�ring、Helmar G�rls

  DOI：10.1002/prac.199533701107

  日期：——

  The aminolysis of bis-imidoylchloride 1 derived from oxalic acid with several diamines and aminoalcohols was investigated. At room temperature diamines 2 as well as aminoalcohols 7 give mainly the cyclic amidines 3 and mixed amidine-imidates 8 in moderately up to good yields. While cis-1,2-diaminocyclohexane yields at room temperature the bicyclic amidine 3a, the trans isomer reacts to 3b only when heated for several hours. Depending on the conditions, the racemic 1,2-diaminopropane 2h gives derivatives of pyrazine 3h or the open-chain amidine 5 resulting from an oxidative aromatization and subsequent hydrolysis. Histamine 2i and 1,8-diamino-3,6-dioxaoctane 2p react selectively with 1 to seven- respectively twelve-membered heterocycles 3i and 3p. The mixed aliphatic and aromatic diamines 2n, o show an anomalous behaviour leading to 2,2'-bis-chinazolines 3n, o.In comparison with acyclic oxalic amidines the new cyclic derivatives show less molecular dynamic in their nmr spectra. In some cases, a s-trans-arrangement of the amidine substructure was observed.