6-acetyl-2,2':6',2'': 6'',2'''-quaterpyridine | 874942-54-8

• 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: 6-acetyl-2,2':6',2'': 6'',2'''-quaterpyridine
• 英文别名: 6-acetyl-2,2':6',2'':6'',2'''-quaterpyridine；1-[6-[6-(6-Pyridin-2-ylpyridin-2-yl)pyridin-2-yl]pyridin-2-yl]ethanone
• CAS: 874942-54-8
• 化学式: C₂₂H₁₆N₄O
• 分子量: 352.395
• InChiKey: CFISNJHUUAIECT-UHFFFAOYSA-N

物化性质

• 熔点：
  215-217 °C(Solv: ethanol (64-17-5))
• 沸点：
  555.7±50.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-acetyl-2,2':6',2'': 6'',2'''-quaterpyridine 、 2,6-二异丙基苯胺 在 甲酸 作用下， 反应 0.58h， 以60%的产率得到6-[(2,6-iPr2C6H3)N=CMe]-2,2':6',2'':6'',2'''-C20H13N4
  参考文献：
  名称：

  探讨含五齿低聚吡啶亚胺的双金属（Fe2、Co2、Ni2）乙烯低聚催化剂中结合位点和金属中心变化的影响

  摘要：

  对称和非对称五氮杂 2,6-低聚吡啶亚胺，6,6"-[(2,6-iPr2C6H3)N=CMe]2-2,2':6',2"-C15H9N3 (L1) 和 6-[( 2,6-iPr2C6H3)N=CMe]-2,2':6',2":6",2"'-C20H13N4 (L2)，已经使用钯（0）介导的组合以良好的产率制备交叉耦合和缩合策略。在升高的温度下用 nBuOH 中的两当量 MX2 处理 L1 或 L2 得到顺磁性双金属配合物 [(L1)M2X4] [M = Fe, X = Cl (1); M = Co，X = Cl (2a)；M = Co，X = Br (2b)；M = Ni, X = Br (3)] 和 [(L2)M2X4] [M = Fe, X = Cl (4); M = Co，X = Cl (5a)；M = Co，X = Br (5b)；M = Ni, X = Br (6)] 分别以高产率获得。2a

  DOI：

  10.1002/ejic.200800650
• 作为产物：
  描述：

  6-溴-2,2':6',2''-三联吡啶 在 四(三苯基膦)钯 盐酸 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 6-acetyl-2,2':6',2'': 6'',2'''-quaterpyridine
  参考文献：
  名称：

  Use of Stille-type cross-coupling as a route to oligopyridylimines

  摘要：

  The new tin reagents, 2-(n-Bu3Sn)-6-(C(R)OCH2CH2O)-C5H3N, (R=H a, Me b), have been employed in Stille-type cross-coupling reactions with a range of oligopyridylbromides generating, following a facile deprotection step, a series of formyl- and acetyl-functionalised oligopyridines. Condensation reactions with 2,6-diisopropylaniline has allowed access to families of novel sterically bulky multidentate N,N,N,N (tetradentate), N,N,N,N,N (pentadentate), N,N,N,N,N,N (sexidentate) and N,N,N,N,N,N,N (heptadentate) nitrogen donor ligands. This work represents a straightforward and rapid synthetic route for the preparation of oligopyridylimines, which are expected to act as useful components for the self-assembly of polymetallic complexes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.09.137

文献信息

• Use of Stille-type cross-coupling as a route to oligopyridylimines
  作者：Yohan D.M. Champouret、Rajinder K. Chaggar、Ishaq Dadhiwala、John Fawcett、Gregory A. Solan

  DOI：10.1016/j.tet.2005.09.137

  日期：2006.1

  The new tin reagents, 2-(n-Bu3Sn)-6-(C(R)OCH2CH2O)-C5H3N, (R=H a, Me b), have been employed in Stille-type cross-coupling reactions with a range of oligopyridylbromides generating, following a facile deprotection step, a series of formyl- and acetyl-functionalised oligopyridines. Condensation reactions with 2,6-diisopropylaniline has allowed access to families of novel sterically bulky multidentate N,N,N,N (tetradentate), N,N,N,N,N (pentadentate), N,N,N,N,N,N (sexidentate) and N,N,N,N,N,N,N (heptadentate) nitrogen donor ligands. This work represents a straightforward and rapid synthetic route for the preparation of oligopyridylimines, which are expected to act as useful components for the self-assembly of polymetallic complexes. (c) 2005 Elsevier Ltd. All rights reserved.
• Probing the Effect of Binding Site and Metal Centre Variation in Pentadentate Oligopyridylimine‐Bearing Bimetallic (Fe ₂ , Co ₂ , Ni ₂ ) Ethylene Oligomerisation Catalysts
  作者：Andrew P. Armitage、Yohan D. M. Champouret、Hubert Grigoli、Jérémie D. A. Pelletier、Kuldip Singh、Gregory A. Solan

  DOI：10.1002/ejic.200800650

  日期：2008.10

  palladium(0)-mediated cross-coupling and condensation strategies. Treatment of L1 or L2 with two equivalents of MX2 in nBuOH at elevated temperatures affords the paramagnetic bimetallic complexes [(L1)M2X4] [M = Fe, X = Cl (1); M = Co, X = Cl (2a); M = Co, X = Br (2b); M = Ni, X = Br (3)] and [(L2)M2X4] [M = Fe, X = Cl (4); M = Co, X = Cl (5a); M = Co, X = Br (5b); M = Ni, X = Br (6)] in high yield, respectively

  对称和非对称五氮杂 2,6-低聚吡啶亚胺，6,6"-[(2,6-iPr2C6H3)N=CMe]2-2,2':6',2"-C15H9N3 (L1) 和 6-[( 2,6-iPr2C6H3)N=CMe]-2,2':6',2":6",2"'-C20H13N4 (L2)，已经使用钯（0）介导的组合以良好的产率制备交叉耦合和缩合策略。在升高的温度下用 nBuOH 中的两当量 MX2 处理 L1 或 L2 得到顺磁性双金属配合物 [(L1)M2X4] [M = Fe, X = Cl (1); M = Co，X = Cl (2a)；M = Co，X = Br (2b)；M = Ni, X = Br (3)] 和 [(L2)M2X4] [M = Fe, X = Cl (4); M = Co，X = Cl (5a)；M = Co，X = Br (5b)；M = Ni, X = Br (6)] 分别以高产率获得。2a