2,5-bis(6'-bromo-2'-pyridyl)pyrrole | 1361318-33-3

• 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: 2,5-bis(6'-bromo-2'-pyridyl)pyrrole
• 英文别名: 2,5-Bis(6-bromopyridin-2-yl)-1H-pyrrole；2-bromo-6-[5-(6-bromopyridin-2-yl)-1H-pyrrol-2-yl]pyridine
• CAS: 1361318-33-3
• 化学式: C₁₄H₉Br₂N₃
• 分子量: 379.054
• InChiKey: XJYZLBLLBGZKPP-UHFFFAOYSA-N

物化性质

• 沸点：
  512.0±45.0 °C(Predicted)
• 密度：
  1.745±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 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：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-bis(6'-bromo-2'-pyridyl)pyrrole 在 四(三苯基膦)钯 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 生成
  参考文献：
  名称：

  Well-defined dinuclear silver phosphine complexes based on nitrogen donor ligand and their high efficient catalysis for A3-coupling reaction

  摘要：

  Nitrogen donor ligands HL1, HL3, HL4 and their silver complexes 1.OTf-4.OTf are prepared and fully characterized. Treatment of HL1-HL4 with AgOTf (OTf = triflato) in presence of base Et3N and co-ligand PPh3 affords dinuclear Ag(I) complexes [Ag-2(L)(PPh3)(2)].OTf (L = L-1, 1.OTf; L = L-2, 2.OTf; L = L-3, 3.OTf; L = L-4, 4.OTf), respectively. The solid structure displays L acts as bis( bidentate) ligand, bridging between two Ag( I) centres. The Ag ... Ag interaction as well as other weak interactions, such as Ag ... Br-intermolecular for 1(+), Ag ... Br-intramolecular for 2(+), Ag ... S for 3(+) are observed. These complexes are applied in the A(3)-coupling reaction of aldehydes, alkynes and amines under mild conditions, and showed excellent catalytic efficiency and recyclability. 1 mol% catalyst loading gives 99% yield of propargylamines product in 0.15 h at 35 degrees C in open air atmosphere. 1.OTf can be recycled six times without noticeable less of the catalyst activity. (C) 2017 Published by Elsevier B.V.

  DOI：

  10.1016/j.ica.2017.05.018
• 作为产物：
  描述：

  1,4-di(6-bromo-2-pyridyl)butan-1,4-dione 在 ammonium hydroxide 、 碳酸氢铵 作用下， 以 乙醇 为溶剂， 以89%的产率得到2,5-bis(6'-bromo-2'-pyridyl)pyrrole
  参考文献：
  名称：

  Cyclo[m]pyridine[n]pyrroles: Hybrid Macrocycles That Display Expanded π-Conjugation upon Protonation

  摘要：

  Novel hybrid cyclo[m]pyridine[n]pyrroles have been synthesized using Suzuki coupling. Their NMR and optical spectroscopic features and solid state structural parameters provide support for the proposal that these species are best described as locally aromatic compounds devoid of long-range intersubunit conjugation. However, an extension of the pi-conjugation in the macrocycles can be realized through protonation, as inferred from optical spectroscopic and X-ray diffraction-based structural studies.

  DOI：

  10.1021/ja211985k

文献信息

• Zinc Complexes with Tridentate Pyridyl‐Pyrrole Ligands and their Use as Catalysts in CO ₂ Fixation into Cyclic Carbonates
  作者：Jing‐Jing Chen、Yao‐Chun Xu、Zhi‐Liang Gan、Xiao Peng、Xiao‐Yi Yi

  DOI：10.1002/ejic.201801246

  日期：2019.4.9

  are interesting due to their rich coordination chemistry and their use in molecular devices, biological therapeutics, and catalytic transformations. Cs‐symmetric HL3 ligand Br‐substituted on one of the pyridyl rings was designed and synthesized by Paal–Knorr pyrrole condensation. Ligand HL4 was synthesized by Suzuki‐coupling reaction between HL3 and 2‐thiopheneboronic acid in the presence of K2CO3 and

  吡啶基吡咯配体通常模仿聚吡啶配体，它们的金属配合物非常有趣，这是因为它们具有丰富的配位化学以及在分子装置，生物治疗和催化转化中的用途。Ç小号-对称ħ大号3配体的吡啶基环中的一个溴取代的设计并通过帕尔-克诺尔吡咯缩合合成。配体H L 4是在脱气的THF / H 2 O溶液中，在K 2 CO 3和Pd（PPh 3）4存在下，通过H L 3和2-噻吩硼酸之间的Suzuki偶联反应合成的。锌络合物1 - 5用H大号1至H大号5是通过用在二乙基锌的甲苯相应的吡啶基吡咯配体的在0℃下以高产率制备。X射线衍射分析表征了配体H L 3和所有锌配合物。游离HL 3的结构是平面的。在Zn的几何形状1，2，和5被压缩八面体，而在3和4，他们也许最好地描述为之间是顺-divacant八面体和扭曲的四面体。在这些锌络合物中，较短的Zn–N吡咯[1.878（5）-1.950（4）Å]和更长的Zn-N吡啶[2.108（5）-2
• The syntheses, characterization and photophysical properties of phosphine copper(I) and silver(I) complexes with the bispyridylpyrrolide ligand
  作者：Ya-Ping Wang、Xiao-Hui Hu、Yi-Fan Wang、Jun Pan、Xiao-Yi Yi

  DOI：10.1016/j.poly.2015.10.057

  日期：2015.12

  Abstract Five mononuclear copper(I) complexes and one dinuclear silver(I) phosphine complex containing the bispyridylpyrrole ligand were synthesized and structurally characterized. Treatment of CuCl and the deprotonated bispyridylpyrrole ligand with bis(phosphine) ligands afforded the copper(I) complexes [(PDPH)Cu(XANTPhos)] (1), [(PDPH)Cu(DPEPhos)] (2), [(PDPBr)Cu(XANTPhos)] (3) and [(PDPBr)Cu(DPEPhos)]

  摘要合成了五种单核铜（I）配合物和一种含双吡啶基吡咯配体的双核银（I）膦配合物，并对其结构进行了表征。用双（膦）配体处理CuCl和去质子化的双吡啶基吡咯配体得到铜（I）配合物[（PDPH）Cu（XANTPhos）]（1），[（PDPH）Cu（DPEPhos）]（2），[（PDPBr ）Cu（XANTPhos）]（3）和[（PDPBr）Cu（DPEPhos）]（4），而同时添加两个等价的PPh3则得到[（PDPBr）Cu（PPh3）2]（5），其中PDPH− = 2 ，5-双（2-吡啶基）吡咯，PDPBr- = 2,5-双（6'-溴-2'-吡啶基）-吡咯，XANTPhos = 9,9-二甲基-4,5-双（二苯基膦基） x吨，DPEPhos =氧二-2,1-亚苯基）双-二苯基膦。PDPBr-与AgOTf和DPEPhos的反应产生了双核银（I）络合物[（PDPBr）Ag2（DPEPhos）]（O
• Multi-nuclear silver(<scp>i</scp>) and copper(<scp>i</scp>) complexes: a novel bonding mode for bispyridylpyrrolides
  作者：Xiao-Hui Hu、Yan Liang、Chen Li、Xiao-Yi Yi

  DOI：10.1039/c3dt52794h

  日期：——

  in the presence of NaH afforded a heterobimetallic copper–sodium complex [Cu(PDPH)2Na(thf)2] (4). The PDPH ligand in 1–4 is nonplanar, with torsion angles between pyridine and pyrrole rings in the range of 15.8–38.3°. The argentophilic interactions, π⋯π stacking, and weak interaction of Ag⋯C(aromatic) are observed in these complexes. Interestingly, treatment of the analogous 2,5-bis(6′-bromo-2′-pyridyl)pyrrole

  去质子化2,5-双的反应（2'-吡啶基）吡咯（HPDP ħ）用的AgOTf（其中光学传递函数- = triflato）在THF容易产生一个黄色三角形的Ag 3配合物[（PDP ħ）的Ag] 3（1），其中av。Ag⋯Ag距离为2.902Å。HPDP H和AgOTf的混合物与PPh 3反应，得到线性Ag 3络合物[Ag （PDP H）Ag（PPh 3）} 2 ]（OTf）（2 ·OTf），而与亚磷酸二乙酯在Li [N（SiMe 3）2 ]的存在下产生双核络合物Li 2[（PDP H）Ag 2 P（O）（OEt）2 } 2 ]（OTf）（Li 2 · 3 ·OTf）。在2中，末端Ag原子是三个配位基，包含一个来自PPh 3的磷原子和两个PDP H配体的氮原子。中心的Ag原子仅是两个配位基，与PDP H配体的残基吡啶基N原子结合。在3中，两个银原子被一个PDP H配体桥接。在NaH存在下用CuCl处理PDP
• Synthesis, structure, and reactivity of pincer-type iridium complexes having gallyl- and indyl-metalloligands utilizing 2,5-bis(6-phosphino-2-pyridyl)pyrrolide as a new scaffold for metal–metal bonds
  作者：Jun Takaya、Mayuko Hoshino、Kanako Ueki、Narumasa Saito、Nobuharu Iwasawa

  DOI：10.1039/c9dt03443a

  日期：——

  The synthesis and structural analyses of pincer-type iridium complexes having gallyl- and indyl-metalloligands were achieved utilizing 2,5-bis(6-phosphino-2-pyridyl)pyrrolide as a new scaffold for metal–metal bonds. A BH3-coordinated PInP-Ir dihydride complex was also developed as an equivalent to an iridium dihydride complex, which could be a useful catalyst for synthetic reactions.

  利用2,5-双（6-膦基-2-吡啶基）吡咯化物作为金属-金属键的新支架，实现了具有镓基和茚基-金属配体的钳型铱配合物的合成和结构分析。还开发了BH 3配位的PInP-Ir二氢化物络合物，作为二氢化铱络合物的等效物，它可能是合成反应的有用催化剂。
• 吡啶-吡咯交替的分子折叠体及其制备方法
  申请人：上海大学

  公开号：CN110437206B

  公开（公告）日：2022-06-10

  本发明涉及吡啶‑吡咯交替的分子折叠体及其制备方法。该化合物为下列结构式之一：a.;b.;。本方法原料易大量制备、合成步骤较短，操作温和，收率良好。本发明的折叠体具有特殊的螺旋结构，在超分子识别以及水分子通道的合成等领域中具有重要的应用价值。