4,4',4''-trichloro-2,2':6',2''-terpyridine | 97238-12-5

• 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: 4,4',4''-trichloro-2,2':6',2''-terpyridine
• 英文别名: 4-chloro-2,6-bis(4-chloropyridin-2-yl)pyridine
• CAS: 97238-12-5
• 化学式: C₁₅H₈Cl₃N₃
• 分子量: 336.608
• InChiKey: QCBDNDDAQITXSV-UHFFFAOYSA-N

物化性质

• 熔点：
  212-213 °C
• 沸点：
  460.6±40.0 °C(Predicted)
• 密度：
  1.429±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  哌啶 、 4,4',4''-trichloro-2,2':6',2''-terpyridine 在 MnCl₂(H₂O)4 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以73%的产率得到
  参考文献：
  名称：

  烷基-烷基交叉偶联催化剂的合成、电子结构和反应性中的配体氧化还原效应

  摘要：

  三联吡啶配体稳定镍烷基配合物的能力对于从根本上了解烷基-烷基交叉偶联反应中涉及的关键过程至关重要。在这里，使用同位素标记的 (TMEDA)NiMe(2)（TMEDA = N,N,N',N'-四甲基乙二胺）的机理研究表明，烷基 - 烷基交叉偶联反应中的一种重要催化剂（tpy'）NiMe（ 2b, tpy' = 4,4',4''-三叔丁基三联吡啶)，不是通过涉及形成甲基自由基的机制产生的。相反，有人提出在将三联吡啶配体添加到 (TMEDA)NiMe(2) 后，通过 Ni(II)-二甲基物种和溶液中的 Ni(0) 片段之间的比例反应产生（三联吡啶）NiMe 复合物。顺磁性（三联吡啶）NiMe (2a) 的 EPR 和 DFT 研究均表明未配对电子主要位于三联吡啶配体上，并且该镍配合物的正确电子描述是与还原的三联吡啶结合的 Ni(II)-甲基阳离子配体。因此，这些结果的一个重要结果是通过（三联吡啶

  DOI：

  10.1021/ja063334i
• 作为产物：
  描述：

  α,α,α-三联吡啶 在 硫酸 、 双氧水 、 硝酸 、 溶剂黄146 、 乙酰氯 、 三氯化磷 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 4,4',4''-trichloro-2,2':6',2''-terpyridine
  参考文献：
  名称：

  高度共轭低聚(卟吩)锌-(聚吡啶基)金属(II)超分子中强近红外吸收激发态的分子工程

  摘要：

  一系列新的发色团 MPZn(n)，它结合了乙炔桥连的双（三联吡啶）金属（II）-（卟吩合）锌（II）（MPZ（n））和低聚的、乙炔桥连的（卟吩合）锌 (II) ) (PZn(n)) 结构，以及一系列在辅助三联吡啶单元 (Pyr(m)MPZn(n)) 上带有吡咯烷基电子释放基团的衍生物，已被合成和表征。循环伏安研究，以及核磁共振、电子吸收、荧光和飞秒泵浦探针瞬态吸收光谱，已被用来研究这些不寻常的发色团的基态和激发态特性。所有这些物质都具有强烈吸收的激发态，具有大的光谱带宽，可深入近红外 (NIR) 能量范围。分子框架的电子结构变化表明，激发态吸收最大值可以广泛调节 [lambdamax(T(1) --> T(n))] (880 nm < lambdamax < 1126 nm)，同时保持令人印象深刻的大T(1) --> T(n) 吸收流形光谱带宽（半高全宽，fwhm，大约 2000-2500

  DOI：

  10.1021/ja0707512

文献信息

• Use of metal complex compounds as catalysts for oxidation using molecular oxygen or air
  申请人：Wieprecht Torsten

  公开号：US20060019853A1

  公开（公告）日：2006-01-26

  Use, as a catalyst for oxidation reactions using molecular oxygen and/or air, of at least one metal complex compound of formula (1) wherein Me is manganese, titanium, iron, cobalt, nickel or copper, X is a coordinating or bridging radical, n and m are each independently of the other an integer having a value of from 1 to 8, p is an integer having a value of from 0 to 32, z is the charge of the metal complex, Y is a counter-ion, q=z/(charge of Y), and L is a ligand of formula (2) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are each independently of the others hydrogen; unsubstituted or substituted C 1 -C 18 alkyl or aryl; cyano; halogen; nitro; —COOR 12 or —SO 3 R 12 wherein R 12 is in each case hydrogen, a cation or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —SR 13 , —SO 2 R 13 or —OR 13 wherein R 13 is in each case hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —NR 14 R 15 ; —(C 1 -C 6 alkylene)-NR 14 R 15 ; —N (+) R 14 R 15 R 16 ; —(C 1 -C 6 alkylene)-N (+) R 14 R 15 R 16 ; —N(R 13 )—(C 1 -C 6 alkylene)-NR 14 R 15 ; —N[(C 1 -C 6 alkylene)-NR 14 R 15 ] 2 ; —N(R 13 )—(C 1 -C 6 alkylene)-N (+) R 14 R 15 R 16 ; —N[(C 1 -C 6 alkylene)-N (+) R 14 R 15 R 16]2 ; —N(R 13 )—N—R 14 R 15 or —N(R 13 )N″R 14 R 15 R 16 , wherein R 13 is as defined above and R 14 , R 15 and R 16 are each independently of the other(s) hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl, or R 14 and R 15 , together with the nitrogen atom linking them, form an unsubstituted or substituted 5-, 6- or 7-membered ring which may contain further hetero atoms. [L n Me m X p ] z Y q (1)

  使用至少一种具有以下式（1）的金属配合物化合物作为氧化反应的催化剂，其中Me为锰、钛、铁、钴、镍或铜，X为配位或桥联基团，n和m分别独立地为1至8之间的整数，p为0至32之间的整数，z为金属配合物的电荷，Y为对离子，q=z/(Y的电荷)，L为具有以下式（2）的配体，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10和R11各自独立地为氢；未取代或取代的C1-C18烷基或芳基；氰基；卤素；硝基；—COOR12或—SO3R12，其中R12在每种情况下为氢、阳离子或未取代或取代的C1-C18烷基或芳基；—SR13、—SO2R13或—OR13，其中R13在每种情况下为氢或未取代或取代的C1-C18烷基或芳基；—NR14R15；—(C1-C6烷基)-NR14R15；—N(+)R14R15R16；—(C1-C6烷基)-N(+)R14R15R16；—N(R13)—(C1-C6烷基)-NR14R15；—N[(C1-C6烷基)-NR14R15]2；—N(R13)—(C1-C6烷基)-N(+)R14R15R16；—N[(C1-C6烷基)-N(+)R14R15R16]2；—N(R13)—N—R14R15或—N(R13)N″R14R15R16，其中R13如上定义，R14、R15和R16各自独立地为氢或未取代或取代的C1-C18烷基或芳基，或R14和R15与连接它们的氮原子一起形成未取代或取代的5、6或7成员环，该环可能含有进一步的杂原子。[LnMemXp]zYq（1）
• Use of metal complex compounds as oxidation catalysts
  申请人：——

  公开号：US20040142843A1

  公开（公告）日：2004-07-22

  Use of metal complex compounds of formula (1): [L n Me m X p ] z Y q wherein Me is manganese, titanium, iron, cobalt, nickel or copper, X is a coordinating or bridging radical, n and m are each independently of the other an integer having a value of from 1 to 8, p is an integer having a value of from 0 to 32, z is the charge of the metal complex, y is a counter-ion, q=z/(charge Y), and L is a ligand of formula (2) wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 are each independently of the others hydrogen; unsubstituted or substituted C 1 -C 18 alkyl or aryl; cyano; halogen; nitro; —COOR 12 or —SO 3 R 12 wherein R 12 is in each case hydrogen, a cation or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —SR 13 , —OR 13 or —OR 13 wherein R 13 is in each case hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl; —N(R 13 )—NR′ 13 R″ 13 wherein R 13 , R′ 13 and R″ 13 are as defined above for R 13 ; —NR 14 R 15 or —N + R 14 R 15 R 16 wherein R 14 , R 15 and R 16 are each independently of the other(s) hydrogen or unsubstituted or substituted C 1 -C 18 alkyl or aryl, or R 14 and R 15 together with the nitrogen atom bonding them form an unsubstituted or substituted 5 -, 6 - or 7 -membered ring which may optionally contain further hetero atoms; with the proviso that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 are not simultaneously hydrogen, as catalysts for oxidation reactions, and the novel metal complex compounds of formula (1) and the novel ligands of formula (2). 1

  使用公式（1）的金属配合物化合物：[LnMemXp]zYq，其中Me是锰、钛、铁、钴、镍或铜，X是配位或桥联基团，n和m分别独立地为1至8的整数，p为0至32的整数，z是金属配合物的电荷，y是反离子，q=z/（反离子Y的电荷），L是公式（2）的配体，其中R1、R2、R3、R4、R5、R6、R7、R8、R9、R10和R11各自独立地为氢；未取代或取代的C1-C18烷基或芳基；氰基；卤素；硝基；—COOR12或—SO3R12，其中R12在每种情况下为氢、阳离子或未取代或取代的C1-C18烷基或芳基；—SR13、—OR13或—OR13，其中R13在每种情况下为氢或未取代或取代的C1-C18烷基或芳基；—N（R13）—NR'13R"13，其中R13、R'13和R"13如上所定义为R13；—NR14R15或—N+R14R15R16，其中R14、R15和R16各自独立地为氢或未取代或取代的C1-C18烷基或芳基，或者R14和R15与其结合的氮原子形成未取代或取代的5-、6-或7-成员环，该环可以选择性地包含进一步的杂原子；但是，R1、R2、R3、R4、R5、R6、R7、R8、R9、R10和R11不能同时为氢，作为氧化反应的催化剂，以及公式（1）的新金属配合物化合物和公式（2）的新配体。
• Use of metal complex compounds comprising pyridine pyrimidine or s-triazine derived ligands as catalysts for oxidations with organic peroxy acids and/or precursors of organic peroxy acids and h202
  申请人：Wieprecht Torsten

  公开号：US20090189119A1

  公开（公告）日：2009-07-30

  The invention accordingly relates to the use as catalysts of at least one metal complex of formula (1) [L n Me m X p ] z Y q (1), wherein all substituents have the meanings as defined in the claims for oxidation reactions with organic peroxy acids and/or precursors of organic peroxy acid and H 2 O 2 , as well as to novel detergent compositions.

  该发明涉及使用至少一个化合物的金属配合物作为催化剂，该化合物的化学式为（1）[LnMemXp]zYq(1)，其中所有取代基的含义如权利要求所定义，用于有机过氧酸和/或有机过氧酸前体以及H2O2的氧化反应，以及新型洗涤剂组合物。
• Synthesis of substituted terpyridine ligands for use in protein purification
  作者：Chih-Pei Lin、Pas Florio、Eva M. Campi、Chunfang Zhang、Dale P. Fredericks、Kei Saito、W. Roy Jackson、Milton T.W. Hearn

  DOI：10.1016/j.tet.2014.09.074

  日期：2014.11

  A number of 4,4 ''-disubstituted terpyridines bearing a 4'-thioethanamine linker, and regioisomers thereof, have been synthesised from 4-substituted picolinates. The substituted terpyridines were immobilised onto epoxy-activated Sepharose (TM) FF gel, creating functionalised solid supports for the fractionation of proteins-including antibodies-by mixed mode affinity chromatography. The metal chelating properties of the immobilised ligand render the stationary phase also amenable for use in immobilised metal-ion affinity chromatography (IMAC), and have been demonstrated with the purification of suitably tagged green fluorescent protein (GFP). (C) 2014 Published by Elsevier Ltd.
• Synthesis and luminescence properties of platinum(II) complexes of 4′-chloro-2,2′:6′,2″-terpyridine and 4,4′,4″-trichloro-2,2′:6′,2″-terpyridine
  作者：Sarah E Hobert、Jessica T Carney、Scott D Cummings

  DOI：10.1016/s0020-1693(01)00420-0

  日期：2001.6

  The complex [Pt(Cl(3)terpy)Cl]PF6 has been prepared from cis-[Pt(dimethylsulfoxide)(2)Cl-2] and 4,4 ' ,4 " -trichloro-2,2 ' :6 ' ,2 " -terpyridine (Cl(3)terpy). The complex [Pt(Clterpy)Cl]Cl has been prepared from cis-[Pt(l,5-cyclooctadiene)Cl-2] and 4 ' -chloro-2,2 ' :6 ' ,2 " -terpyridine (Clterpy). Complexes have been characterized by H-1 NMR, IR and W-Vis spectroscopies and elemental analysis. The lowest energy excited state for these complexes is metal-to-ligand charge transfer (MLCT) in character. W-Vis and low-temperature luminescence spectroscopy indicate that the MLCT state energy is lowered by chlorination of the terpy ligand. Chlorination also has substantial effects on the luminescent properties in fluid solution at 298 K. Unlike the related 'parent' complex [Pt(terpy)Cl](+), the chlorinated terpy complexes are luminescent in ambient fluid solution at 298 K. The 1.9 mus (MLCT)-M-3 emission lifetime for [Pt(Cl(3)terpy)Cl]PF6 is unusually long for a platinum(II) complex in fluid solution. (C) 2001 Elsevier Science B.V. All rights reserved.