1,1'-Biphenyl-2,2',6,6'-tetrakis(carbonylchloride) | 206647-28-1

• 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: 1,1'-Biphenyl-2,2',6,6'-tetrakis(carbonylchloride)
• 英文别名: biphenyl-2,2',6,6'-tetracarboxylic acid chloride；biphenyl-2,6,2',6'-tetracarbonyl chloride；Biphenyl-2,6,2',6'-tetracarbonylchlorid；2-(2,6-Dicarbonochloridoylphenyl)benzene-1,3-dicarbonyl chloride
• CAS: 206647-28-1
• 化学式: C₁₆H₆Cl₄O₄
• 分子量: 404.033
• InChiKey: UKCHWDFFNAXNRP-UHFFFAOYSA-N

物化性质

• 沸点：
  555.3±50.0 °C(Predicted)
• 密度：
  1.551±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-Biphenyl-2,2',6,6'-tetrakis(carbonylchloride) 在 盐酸 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 7,11,14,18,26,30,33,37-octaazatetracyclo[18.18.2.0(5,39).0(24,40)] tetraconta-1,3,5(39),20,22,24(40)-hexaene-6,19,25,38-tetrone
  参考文献：
  名称：

  二氧代大环配体络合过程的热力学和结构研究：在生理 pH 值下形成中性铜配合物

  摘要：

  两个二氧四氮杂大环 9,12,16,19-四氮杂三环[19.4.0.02,7]pentacosa-1(21),2,4,6,22,24-hexaene-8,20-dione(L1) 和 9,13 ,16,20-四氮杂三环[20.4.0.02,7]hexacosa-1(22),2,4,6,23,25-hexaene-8,21-dione (L2) 和两个双 (dioxotetraaza) 大环 7,10 ,14,17,25,28,32,35-octaazatetracyclo[17.17.2.05,37.023,38]octatriaconta-1,3,5(37),19,21,23(38)-hexaene-6,18,24 ,36-丁酮 (L3) 和 7,11,14,18,26,30,33,37-octaazatetracyclo[18.18.2.05,39.024,40]tetraconta-1

  DOI：

  10.1002/ejic.200900112
• 作为产物：
  描述：

  2-碘异酞酸二甲酯 在 五氯化磷 、 铜 、 三氯氧磷 作用下， 生成 1,1'-Biphenyl-2,2',6,6'-tetrakis(carbonylchloride)
  参考文献：
  名称：

  Mayer,F., Chemische Berichte, 1911, vol. 44, p. 2301

  摘要：

  DOI：

文献信息

• Pd(II)-catalyzed asymmetric Wacker-type cyclization for the preparation of 2-vinylchroman derivatives with biphenyl tetraoxazoline ligands
  作者：Qingchuan Liu、Ke Wen、Zhenfeng Zhang、Zhengxing Wu、Yong Jian Zhang、Wanbin Zhang

  DOI：10.1016/j.tet.2012.03.077

  日期：2012.7

  This article describes an efficient method for the preparation of chiral chroman derivatives by the Pd(II)-catalyzed asymmetric Wacker-type cyclization using a chelation-induced axially chiral tetraoxazoline ligand. Under the optimized conditions, up to 80% yield and up to 92% ee were obtained. This is the first example to utilize o-trisubstituted 3-butenylphenols as substrates in such transformation

  本文介绍了一种有效的方法，通过使用螯合诱导的轴向手性四恶唑啉配体，通过Pd（II）催化的不对称Wacker型环化制备手性苯并二氢吡喃衍生物。在优化的条件下，可获得高达80％的收率和高达92％的ee。这是在这种转化中利用邻三取代的3-丁烯基酚作为底物的第一个例子。
• 2,2',6,6' - TETRAOXAZOLINYL BIPHENYL LIGAND AND METHOD FOR PREPARING THE SAME
  申请人：Zhang Wanbin

  公开号：US20090043104A1

  公开（公告）日：2009-02-12

  The present invention relates to a method for preparing 2,2′,6,6′-tetraoxazolinyl biphenyl ligand in chemical industry field. In the present invention, compound (III) is reacted with an activator that can activate the hydroxyl group selected from the group consisting of alkyl halosulfonium compound, aryl halosulfonium compound, phosphoryl chloride, phosphorus pentachloride, thionyl chloride and triphenyl phosphine, in the presence of alkali(s), to give the target product (IV), 2,2′,6,6′-tetraoxazolinyl biphenyl ligand. The ligand of the present invention can be used in various asymmetric reactions catalyzed by metals, with high reactivity and stereoselectivity, and thus represents a good application outlook. The 2,2′,6,6′-tetraoxazolinyl biphenyl ligand has the formula of: wherein, R 1 =hydrogen, alkyl, substituted or unsubstituted aryl, substituted or unsubstituted benzyl; R 2 =hydrogen, alkyl, substituted or unsubstituted aryl, substituted or unsubstituted benzyl; R 3 =hydrogen, alkyl, substituted or unsubstituted aryl, substituted or unsubstituted benzyl; R 4 =hydrogen, alkyl, substituted or unsubstituted aryl, substituted or unsubstituted benzyl.

  本发明涉及一种在化工领域制备2,2′,6,6′-四氧杂环己基联苯配体的方法。在本发明中，化合物（III）与可以激活羟基的活化剂发生反应，所述活化剂选自烷基卤磺酸盐化合物、芳基卤磺酸盐化合物、氯代磷酰氯、五氯化磷、氯化亚硫酰和三苯基膦组成的群体，并在碱的存在下，得到目标产物（IV），即2,2′,6,6′-四氧杂环己基联苯配体。本发明的配体可用于由金属催化的各种不对称反应中，具有高反应性和立体选择性，因此具有良好的应用前景。2,2′,6,6′-四氧杂环己基联苯配体的化学式为：其中，R1=氢、烷基、取代或未取代芳基、取代或未取代苄基；R2=氢、烷基、取代或未取代芳基、取代或未取代苄基；R3=氢、烷基、取代或未取代芳基、取代或未取代苄基；R4=氢、烷基、取代或未取代芳基、取代或未取代苄基。
• Chelation-Induced Axially Chiral Palladium Complex System with Tetraoxazoline Ligands for Highly Enantioselective Wacker-Type Cyclization
  作者：Yong Jian Zhang、Feijun Wang、Wanbin Zhang

  DOI：10.1021/jo701469y

  日期：2007.11.1

  A new family of chelation-induced axially chiral palladium complexes by using biphenyl ligands 2 with four identical chiral oxazoline groups at four ortho positions has been developed. Although there is no axial chirality in ligands 2 due to the molecular symmetry, when they chelated with one or two palladium ions, the axial chirality could be induced by destroying the molecular symmetry. Significantly

  通过使用在四个邻位具有四个相同的手性恶唑啉基团的联苯配体2，开发了一个新的螯合诱导的轴向手性钯络合物家族。尽管由于分子对称性而在配体2中没有轴向手性，但是当它们与一个或两个钯离子螯合时，可以通过破坏分子对称性来诱导轴向手性。重要的是，在螯合诱导过程中仅产生一种具有（S）轴构型的非对映体金属配合物。螯合诱导的轴向手性催化体系2c -Pd（CF 3 COO）2 （摩尔比为1：1），在高达99％ee的烯丙基苯酚的Wacker型环化反应中显示出优异的催化活性和对映选择性。
• [EN] HIGH GLASS TRANSITION TEMPERATURE "MEDIUM-SIZED" AMBIPOLAR HOST MATERIALS<br/>[FR] MATÉRIAU HÔTE AMBIPOLAIRE DE « TAILLE MOYENNE » À HAUTE TEMPÉRATURE DE TRANSITION VITREUSE
  申请人：GEORGIA TECH RES INST

  公开号：WO2014011477A1

  公开（公告）日：2014-01-16

  Disclosed herein are am bipolar host compounds represented by formula (I), wherein: a) R4 is an optionally substituted aryl or an optionally substituted heteroaryl group; b) n is at least 2; e) for each (ii) at least one of R1, R2 and R3 is independently an optionally substituted carbazole group, and the remaining of R1, R2 and R3 are independently selected from hydrogen, halogen and a C1-20 organic group: and d ) Y is selected from (III), wherein R5 is an.optionally substituted aryl group, an optionally substituted heteroaryl group, an optionally substituted alkyl group or an optionally substituted heteroalkyl group, and wherein R6 is hydrogen,, an optionally substituted aryl group, an optionally substituted heteroaryl group, an optionally substituted alkyl -group or an optionally substituted heteroalky! group. The compounds can be used in OLED devices and are ambipolar. The OLED devices can show high efficiency and high luminance.

  本公开涉及的是由式（I）表示的双极主体化合物，其中：a）R4是可选地取代的芳基或可选地取代的杂环芳基；b）n至少为2；e）对于每个（ii）中的至少一个，R1、R2和R3中的至少一个独立地是可选地取代的咔唑基团，而R1、R2和R3的其余部分独立地选择自氢、卤素和C1-20有机基团；和d）Y从（III）中选择，其中R5是可选地取代的芳基团、可选地取代的杂环芳基团、可选地取代的烷基团或可选地取代的杂环烷基团，而R6是氢、可选地取代的芳基团、可选地取代的杂环芳基团、可选地取代的烷基团或可选地取代的杂环烷基团。这些化合物可用于OLED器件，是双极的。OLED器件可以显示高效率和高亮度。
• Self-Assembly of 1,1'-Biphenyl-2,2',6,6'-tetracarboxamides. Effect of Substitution at the Amidic Nitrogen
  作者：Petr Holý、Jaroslav Podlaha、Ivana Císařová、Jiří Závada

  DOI：10.1135/cccc20010947

  日期：——

  Self-assembly of three 1,1'-biphenyl-2,2',6,6'-tetracarboxamides 2a-2c differing each from the other by substitution at the amidic nitrogens (R = H, ethyl and 1-(R)-phenylethyl, respectively) was investigated by single crystal X-ray diffraction analysis. It was found that the unsubstituted tetracarboxamide 2a gives rise to infinite hydrogen-bonded 2D network composed from chiral cyclotetrameric squares (D₄ symmetry). Such self-assembling pattern is suppressed by alkyl substitution in 2b and 2c, which disfavours formation of intermolecular amide-amide hydrogen bonds.

  使用单晶X射线衍射分析研究了三种1,1'-联苯-2,2',6,6'-四酰胺2a-2c的自组装，它们在酰胺氮原子上的取代基不同（R = H，乙基和1-（R）-苯乙基）。发现未取代的四酰胺2a形成无限氢键化的手性四聚体正方形（D4对称性）的二维网络。在2b和2c中，烷基取代抑制了分子间酰胺-酰胺氢键的形成，从而抑制了这种自组装模式的形成。