4,4'-二甲基-2,2'-联吡啶 | 282541-27-9

• 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
• 中文名称: 4,4'-二甲基-2,2'-联吡啶
• 英文名称: 4,4'-dimethyl-2,2'-bipyridine
• 英文别名: 4,5'-dimethyl-2,2'-bipyridine；4,5'-dimethyl-[2,2']bipyridinyl；4,5'-Dimethyl-2,2'-dipyridyl；4-methyl-2-(5-methylpyridin-2-yl)pyridine
• CAS: 282541-27-9
• 化学式: C₁₂H₁₂N₂
• 分子量: 184.241
• InChiKey: LKEVBJQKGSHJHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  312.5±37.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-二甲基-2,2'-联吡啶 在 potassium dichromate 、 硫酸 、 水 、 硝酸 作用下， 反应 36.0h， 以60%的产率得到2,2'-bipyridine-4,5'-dicarboxylic acid
  参考文献：
  名称：

  A simple and environmentally benign synthesis of polypyridine-polycarboxylic acids

  摘要：

  An oxidation method using dilute nitric acid solutions under solvothermal conditions has been developed to synthesise a series of polypyridine-polycarboxylic acids. It has been successfully applied to a range of methyl substituted polypyridines including symmetrical and asymmetrical 2,2'-bipyridines; 2,2':6',2 ''-terpyridines and; 2,2':6',2 '':6 '',2'''-tetra-pyridines and yields crystalline polypyridine-polycarboxylic acids in a single step. Simple product recovery through filtration yields a recyclable filtrate. More forcing conditions led to demethylation of the polypyridine ligand most probably via decarboxylation. This simple approach avoids potentially harmful metal-based oxidants and negates any issues associated with the disposal of their resultant (hazardous) waste. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.12.074
• 作为产物：
  描述：

  2-氨基-4-甲基吡啶 在 四(三苯基膦)钯 溴 作用下， 以 甲苯 为溶剂， 反应 49.5h， 生成 4,4'-二甲基-2,2'-联吡啶
  参考文献：
  名称：

  斯蒂勒型交叉偶联-一种有效的方法来制备各种对称和不对称取代的甲基联吡啶：面向新型ATRP催化剂

  摘要：

  利用Stille型偶联方法，高收率和数克级合成了各种单取代和二取代的2,2'-联吡啶。相应的溴-甲基吡啶和三丁基锡-甲基吡啶是由可商购的氨基-甲基吡啶化合物制备的。作为金属络合物的第一个例子，使4,5'-二甲基-2,2'-联吡啶与铜（II）和铁（II）离子反应，并作为ATRP的催化剂进行研究。

  DOI：

  10.1021/ol006473s

文献信息

• 2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction
  作者：Seung-Hoi Kim、Reuben D. Rieke

  DOI：10.1016/j.tet.2010.02.061

  日期：2010.4

  A facile synthetic approach to the direct preparation of 2-pyridyl and 3-pyridylzinc bromides has been demonstrated using Rieke zinc with 2-bromopyridine and 3-bromopyridine, respectively. A variety of different electrophiles have been coupled with the resulting organozinc reagents to give the corresponding cross-coupling products in moderate to good yields.

  已证明使用Rieke锌分别与2-溴吡啶和3-溴吡啶直接合成2-吡啶基和3-吡啶基锌溴化物的简便合成方法。各种不同的亲电试剂已与所得的有机锌试剂偶联，以中等至良好的产率得到相应的交叉偶联产物。
• Efficient synthesis of ruthenium complexes of the type (R-bpy)2RuCl2 and [(R-bpy)2Ru(L–L)]Cl2 by microwave-activated reactions (R: H, Me, tert-But) (L–L: substituted bibenzimidazoles, bipyrimidine, and phenanthroline)
  作者：Sven Rau、Bernhard Schäfer、André Grüßing、Sebastian Schebesta、Katja Lamm、Jana Vieth、Helmar Görls、Dirk Walther、Manfred Rudolph、Ulrich W. Grummt、Eckard Birkner

  DOI：10.1016/j.ica.2004.07.007

  日期：2004.12

  synthesised by microwave-activated reactions of [Ru(cod)Cl2]n with substituted 2,2′-bipyridines in dimethylformamide as the solvent. The complexes were isolated in high yields and high purity from the reaction mixture. Microwave-assisted or thermal reaction of the (R-bpy)2RuCl2 solutions with substituted bibenzimidazoles, 1,10 phenanthroline or bipyrimidine in dmf/water mixtures resulted in the formation of

  通过[Ru（cod）Cl 2 ] n与取代的2,2'-联吡啶在二甲基甲酰胺中的微波活化反应合成（R-bpy）2 RuCl 2（R：H，Me，叔丁）类型的配合物作为溶剂。从反应混合物中以高收率和高纯度分离复合物。（R-bpy）2 RuCl 2溶液与取代的联苯并咪唑，1,10菲咯啉或联嘧啶在dmf /水混合物中的微波辅助或热反应导致形成[[R-bpy）2类型的混合配体复合物Ru（L–L）] Cl 2。配合物通过NMR光谱和MS表征。此外，研究了它们的光化学和电化学性质，以及（4-叔丁基-bpy）2 RuCl 2（3），[（4-叔丁基-bpy）2 Ru（四甲基联苯并咪唑）]（PF 6）的固态结构）2（4）和[（4-叔丁基-bpy）2 Ru（联嘧啶）（PF 6）2（5）通过单晶的X射线衍射分析确定。
• ORGANIC ELECTROLUMINESCENT DEVICE
  申请人：Soga Masayuki

  公开号：US20120199825A1

  公开（公告）日：2012-08-09

  An organic electroluminescent device comprising an anode, a cathode, a light emitting layer that is disposed between the anode and the cathode and contains a first light emitting layer material containing a phosphorescent compound and a second light emitting layer material containing a charge transporting polymer compound (that is, a light emitting layer containing a first light emitting layer material and a second light emitting layer material), and a hole transporting layer that is disposed between the anode and the light emitting layer so as to be adjacent to the light emitting layer and is composed of a hole transporting polymer compound, wherein the lowest excitation triplet energy T1 e (eV) of the first light emitting layer material, the lowest excitation triplet energy T1 h (eV) of the second light emitting layer material and the lowest excitation triplet energy T1 t (eV) of the hole transporting polymer compound satisfy the following formulae (A) and (B): T 1 e ≦T 1 h (A) T 1 t −T 1 e ≦0.10  (B). An organic electroluminescent device comprising an anode and a cathode, and a hole transporting layer and a light emitting layer disposed between the anode and the cathode, wherein the hole transporting layer contains 1) a mixture of 2,2′-bipyridine and/or 2,2′-bipyridine derivative and a non-2,2′-bipyridinediyl group-containing hole transporting polymer compound, 2) a 2,2′-bipyridinediyl group-containing polymer compound having a constitutional unit composed of an unsubstituted or substituted 2,2′-bipyridinediyl group, and at least one constitutional unit selected from the group consisting of constitutional units composed of a divalent aromatic amine residue and constitutional units composed of an unsubstituted or substituted arylene group, or a combination thereof.

  一种有机电致发光器件，包括阳极、阴极、位于阳极和阴极之间且含有第一发光层材料和第二发光层材料的发光层（即含有第一发光层材料和第二发光层材料的发光层），其中第一发光层材料含有磷光化合物，第二发光层材料含有电荷传输聚合物化合物，以及位于阳极和发光层之间以与发光层相邻的方式设置的孔传输层，由孔传输聚合物化合物组成，其中第一发光层材料的最低激发三重态能量T1e（eV）、第二发光层材料的最低激发三重态能量T1h（eV）和孔传输聚合物化合物的最低激发三重态能量T1t（eV）满足以下公式（A）和（B）：T1e≦T1h（A）T1t−T1e≦0.10（B）。一种有机电致发光器件，包括阳极和阴极、孔传输层和发光层，位于阳极和阴极之间，其中孔传输层包含1）2,2′-联吡啶和/或2,2′-联吡啶衍生物的混合物和不含2,2′-联吡啶基团的孔传输聚合物化合物，2）具有由未取代或取代的2,2′-联吡啶基团组成的构成单元和至少选自由双价芳香胺残基和由未取代或取代的芳基烃基组成的构成单元之一的构成单元的2,2′-联吡啶基团含量聚合物化合物，或其组合。
• POLYMERIC COMPOUND HAVING RESIDUE OF NITROGEN-CONTAINING HETEROCYCLIC COMPOUND
  申请人：Anryu Makoto

  公开号：US20110118411A1

  公开（公告）日：2011-05-19

  A polymer compound having a residue of a compound represented by the following formula (1): wherein Ar represents an aryl group or mono-valent heterocyclic group.) and a residue of a compound represented by the following formula (2): wherein one member of Z 1 to Z 3 represents —N═ and two remainders thereof each represent —C(R′)═. Z 4 and Z 5 each represent —C(R′)═. One member of Z 6 to Z 8 represents —N═ and two remainders thereof each represent —C(R′)═. Z 9 and Z 10 each represent —C(R′)═. R′ represents a hydrogen atom, alkyl group or the like).

  具有以下式子（1）所代表的化合物残基（其中Ar代表芳基或一价杂环基）和以下式子（2）所代表的化合物残基的聚合物化合物：其中Z1到Z3中的一个成员表示—N═，其余两个残基各代表—C（R′）═。Z4和Z5分别表示—C（R′）═。Z6到Z8中的一个成员表示—N═，其余两个残基各代表—C（R′）═。Z9和Z10分别表示—C（R′）═。R′表示氢原子、烷基或类似物。
• POLYMERIC COMPOUND HAVING RESIDUE OF NITROGENATED HETEROCYCLIC COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2275469A1

  公开（公告）日：2011-01-19

  A polymer compound having a residue of a compound represented by the following formula (1): wherein Ar represents an aryl group or mono-valent heterocyclic group.) and a residue of a compound represented by the following formula (2) : wherein one member of Z1 to Z3 represents -N= and two remainders thereof each represent -C(R')=. Z4 and Z5 each represent -C(R')=. One member of Z6 to Z8 represents -N= and two remainders thereof each represent -C(R')=. Z9 and Z10 each represent -C(R')=. R' represents a hydrogen atom, alkyl group or the like).

  一种聚合物化合物，其残余物为下式（1）所代表的化合物： 其中 Ar 代表芳基或单价杂环基。） 和下式（2）所代表化合物的残余物： 其中Z1至Z3的一个成员代表-N＝，其两个余量各代表-C(R')＝；Z4和Z5各代表-C(R')＝；Z6至Z8的一个成员代表-N＝，其两个余量各代表-C(R')＝；Z9和Z10各代表-C(R')＝；R'代表氢原子、烷基或类似物)。