3,3'-bis(chlorocarbonyl)-2,2'-bipyridine | 173032-82-1

• 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: 3,3'-bis(chlorocarbonyl)-2,2'-bipyridine
• 英文别名: 2-(3-Carbonochloridoylpyridin-2-yl)pyridine-3-carbonyl chloride；2-(3-carbonochloridoylpyridin-2-yl)pyridine-3-carbonyl chloride
• CAS: 173032-82-1
• 化学式: C₁₂H₆Cl₂N₂O₂
• 分子量: 281.098
• InChiKey: ILJIVFYAZPMWJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,3'-bis(chlorocarbonyl)-2,2'-bipyridine 在 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 22.0h， 生成
  参考文献：
  名称：

  Pd(II) complexes with 3,3′-substituted bipyridine ligands: Synthesis, crystal structure, DFT calculations and catalytic studies in compressed carbon dioxide

  摘要：

  Cationic bis(chelated) complexes [Pd(N-N)(2)][BArF](2) with N-N = 3,3'-diester-2,2'-bipyridine ligands were prepared and tested as catalyst for the CO/tert-butylstyrene copolymerization using compressed carbon dioxide as a solvent. The NMR analysis of these complexes suggests the formation of several species in solution. A detailed DFT calculation analysis indicated that these species correspond to different relative orientations of the carbonyl group. These complexes showed poor catalytic activity towards the formation of polyketones, producing only poly(tert-butylstyrene) when trifluoroethanol was used as a solvent. The use of compressed carbon dioxide favored the formation of the polyketones when the complexes with methyl and isopropyl ester derivatives were employed as catalysts. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2013.09.053
• 作为产物：
  描述：

  2,2'-联吡啶-3,3'-二羧酸 在 氯化亚砜 作用下， 反应 5.0h， 生成 3,3'-bis(chlorocarbonyl)-2,2'-bipyridine
  参考文献：
  名称：

  Novel trichloroindolizine derivatives via intramolecular acylation of a bis(chloroacyl)bipyridine

  摘要：

  3,3′-双（烷氧基羰基）-2,2′-联吡啶由醇与 3,3′-双（氯羰基）-2,2′-联吡啶反应生成，而 3,3′-双（氯羰基）-2,2′-联吡啶则由相应的二羧酸和亚硫酰氯生成。当二羧酸与 SOCl2-Cl2 混合物反应时，会产生大量的三氯吲哚利嗪。这一反应很可能是通过联吡啶 3 分子内的 N-氯酰化作用进行的。

  DOI：

  10.1039/b202616n

文献信息

• Multi-Functional Copolymers Comprising Rare Earth Metal Complexes and Devices Thereof
  申请人：Ling Qidan

  公开号：US20070290199A1

  公开（公告）日：2007-12-20

  The invention relates to copolymer complexes of the formula (I): wherein [A x -[B(C)] y -D z ] denotes a single unit of the copolymer complex that is repeated n times, wherein n is an integer greater than one, and wherein the single unit comprises a conjugated backbone coordinated to a complex (C) comprising rare earth metal(s); x, y and z are numbers greater than zero such that x=y+z; A is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof; B is a functional ligand selected from the group consisting of: benzoic acid, 1,3-diphenylpropane-1,3-dione, 1,10-phenanthroline, 2,2-bipyridine, or derivatives thereof; and D is independently selected from a group consisting of: fluorene, carbazole, oxadiazole, triphenylamine or derivatives thereof.

  该发明涉及公式（I）的共聚物复合物： 其中[Ax-[B(C)]y-Dz]表示重复n次的共聚物复合物的单个单位，其中n是大于1的整数，且单个单位包括与包含稀土金属的复合物（C）配位的共轭骨架；x、y和z是大于零的数字，使得x=y+z；A独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物；B是从苯甲酸、1,3-二苯基丙烷-1,3-二酮、1,10-邻菲啰啉、2,2'-联吡啶或其衍生物组中选择的功能性配体；D独立地选自以下组：萘、咔唑、噁二唑、三苯胺或其衍生物。
• Synthesis, structure and spectroscopic properties of rare earth complexes with a new aryl amide 2,2′-bipydine derivative
  作者：Xue-Qin Song、Jiang-Rong Zheng、Wei-Sheng Liu、Zheng-Hua Ju

  DOI：10.1016/j.saa.2007.03.007

  日期：2008.1

  Solid complexes of rare earth nitrates and picrates with a new aryl amide ligand 3.3'-bis(benzylamido)-2,2'-bipyridine (L) were synthesized and characterized by elemental analysis, IR and molar conductivity measurements. The molecular structures of the complex [TbL(2)(NO(3))(3)H(2)O].2H(2)O have been determined by single-crystal X-ray diffraction. The fluorescent properties of the Eu(III) and Tb(III)

  合成了稀土硝酸盐和苦味酸盐与新的芳基酰胺配体3.3'-双（苄基酰胺基）-2,2'-联吡啶（L）的固体配合物，并通过元素分析，红外光谱和摩尔电导率测量对其进行了表征。配合物[TbL（2）（NO（3））（3）H（2）O] .2H（2）O的分子结构已通过单晶X射线衍射确定。还详细研究了固态的Eu（III）和Tb（III）硝酸盐和苦味酸盐复合物的荧光性质。在激发下，这些络合物表现出characteristic和and离子的特征性发射。值得注意的是，阴离子的性质对配合物的组成及其发射性能有很大影响。
• Spectrophotometric Study of Selective Binding Behaviors of Dye Molecules by Pyridine- and Bipyridine-Modified <i>β</i>-Cyclodextrin Derivatives with a Functional Tether in Aqueous Solution
  作者：Yu Liu、Xue-Qing Li、Yong Chen、Xu-Dong Guan

  DOI：10.1021/jp046363t

  日期：2004.12.1

  Four β-cyclodextrin (β-CD) derivatives bearing pyridine or bipyridine linkers, i.e., mono[6-(3-pyridinecarboxamide)ethyleneamino-6-deoxy]-β-CD (2), mono[6-(4-pyridinecarboxamide)ethyleneamino-6-deoxy]-β-CD (3), N,N‘-bis(2-aminoethyl)-2,2‘-bipyridine-4,4‘-dicarboxamide-bridged bis(6-amino-6-deoxy-β-CD) (4), N,N‘-bis(2-aminoethyl)-2,2‘-bipyridine-3,3‘-dicarboxamide-bridged bis(6-amino-6-deoxy-β-CD) (5)

  四种带有吡啶或联吡啶接​​头的β-环糊精（β-CD）衍生物，即单[6-（3-吡啶甲酰胺）乙烯氨基-6-脱氧]-β-CD（2）、单[6-（4-吡啶甲酰胺）乙烯氨基-6-脱氧]-β-CD (3), N,N'-双(2-氨基乙基)-2,2'-联吡啶-4,4'-二甲酰胺桥联双(6-氨基-6-脱氧) -β-CD) (4), N,N'-双(2-氨基乙基)-2,2'-联吡啶-3,3'-二甲酰胺-桥连双(6-氨基-6-脱氧-β-CD) （5）及其铜（II）配合物（6和7）被选为分子受体，探索oligo（β-CD）s的构象-功能关系。主体 4-7 的原始构象及其与一些客体分子的包合络合行为，即 8-苯胺基-1-萘磺酸铵 (ANS)、6-(对甲苯氨基)-2-萘磺酸钠 (TNS) 和罗丹明B (RhB), 通过 UV-vis、2D NMR、和荧光光谱。结果表明，这些oligo(β-CD)s，尤其是bis(β-CD)
• Crystal Structure of Antitubercular Complex: cis-(chloro)-[N,N′-bis-(diethyl-2,2′-bipyridine-3,3′-dicarboxylate)]ruthenium(II) Monohydrate
  作者：Loic Toupet、Pierre H. Dixneuf、Mehmet Akkurt、Maria Daoudi、Najat Sam、Abdelali Kerbal、Zahid H. Chohan、Taibi Ben Hadda

  DOI：10.1007/s10870-008-9495-7

  日期：2009.6

  Diethyl-2,2′-bipyridine-3,3′-dicarboxylate (3 or L) reacts with RuCl3 · 3H2O to give cis-(Cl)-[Ru(L)2Cl2] · H2O (4) and structure of the complex was determined by spectral (IR, 1H-NMR), and mass spectroscopic data, elemental analyses and X-ray crystallography. The structure is solved in triclinic, space group p-1 with a = 10.658 (2), b = 12.446 (3), c = 14.186 (5) Å, α = 104.856 (3), β = 108.704 (3), γ = 94.973 (2)°, V = 1693.2 (8) Å3, Z = 2 with final R = 0.012. The geometry of the complex is shown to be a distorted octahedral with four nitrogens of two 2,2′-bipyridyl ligands in two different planes with Ru–N distance as 2.021 (2)−2.071 (3) Å. The cis-position is occupied by two chloride atoms with Ru–Cl distance as 2.4156 (12) and 2.4167 (13) Å. The trans-axial Cl2–Ru1–N and Cl1–Ru1–N4 angles are respectively, 172.42 (7) and 174.12 (7)°. A weak hydrogen bonding is observed between the two chlorides and hydrogens of neighbouring molecule [C–H···Cl distance as 2.72, 2.77 (4) Å]. A second type of weak hydrogen bonding is also observed between the oxygens of carboxylate groups and hydrogens of a neighbouring molecule [C–H···O distance as 2.53, 2.56 and 2.34 (4) Å]. The structure of anti-tubercular precursor complexes, cis-(chloro)-[N,N′-bis-(diethyl-2,2′-bipyridine-3,3′-dicarboxylate)]ruthenium(II) monohydrate is solved by single crystal X-ray diffraction analysis which reveals geometry of the complex to be a distorted octahedral with four nitrogens of two 2,2′-bipyridyl ligands in two different planes. The cis-position is occupied by two chloride atoms.

  2,2′-联吡啶-3,3′-二甲酸二乙酯（3 或 L）与 RuCl3 - 3H2O 反应生成顺式-(Cl)-[Ru(L)2Cl2] - H2O (4)，并通过光谱（红外光谱、1H-NMR）、质谱数据、元素分析和 X 射线晶体学确定了该复合物的结构。晶体结构为三菱形，空间群 p-1，a = 10.658 (2)，b = 12.446 (3)，c = 14.186 (5) Å，α = 104.856 (3)，β = 108.704 (3)，γ = 94.973 (2)°，V = 1693.2 (8) Å3，Z = 2，最终 R = 0.012。该配合物的几何形状为畸变八面体，两个 2,2′-联吡啶配体的四个硝基位于两个不同的平面上，Ru-N 间距为 2.021 (2)-2.071 (3) Å。顺式位置由两个氯原子占据，Ru-Cl 间距分别为 2.4156 (12) Å 和 2.4167 (13) Å；Cl2-Ru1-N 和 Cl1-Ru1-N4 的横轴角度分别为 172.42 (7) ° 和 174.12 (7)°。两个氯化物与邻近分子的氢之间存在弱氢键[C-H--Cl 间距为 2.72、2.77 (4) Å]。在羧酸基的氧原子和邻近分子的氢原子之间也观察到第二种弱氢键[C-H--O 间距为 2.53、2.56 和 2.34 (4) Å]。抗结核前体复合物顺式-（氯）-[N,N′-双（二乙基-2,2′-联吡啶-3、3′-dicarboxylate)]ruthenium(II) monohydrate 的单晶 X 射线衍射分析表明，该配合物的几何形状为畸变八面体，两个 2,2′-联吡啶配体的四个硝基位于两个不同的平面上。顺式位置被两个氯原子占据。
• The Efficient Synthesis of 2-(3-Carbamoylpyridine-2-yl) Nicotinamide Pyridine Salts
  作者：Lei-Yang Zhang、Jing-Bo Geng、Nai-Xing Wang、Yue-Hua Wu、Zhan Yan、Bao-Cai Xu、Yalan Xing

  DOI：10.2174/1570178618666210706112141

  日期：2022.1

  The synthesis of axially chiral compounds has attracted a great deal of attention in recent years. Herein, an efficient and economical synthetic route has been developed for 2-(3- carbamoylpyridin-2-yl) nicotinamide pyridine salts, axially chiral compounds. The starting material 1,10-phenanthroline is readily available. In this study, 2-(3-carbamoylpyridin-2-yl) nicotinamide pyridine salts are obtained in moderate to good yields. This protocol includes simple operations and has easy scalability. In addition, the axial chirality of the products is also preliminary studied.

  近年来，轴手性化合物的合成引起了极大的关注。本文报道了一种高效经济的合成路线，用于制备2-(3-氨基甲酰吡啶-2-基)烟酰胺吡啶盐，这是一种轴手性化合物。起始材料1,10-菲咯啉易得。在本研究中，2-(3-氨基甲酰吡啶-2-基)烟酰胺吡啶盐以中等至良好的收率得到。该协议包括简单的操作，并易于扩展。此外，产品的轴手性也进行了初步研究。