8-methylsulfinyl-1,5-naphthyridine | 1352928-89-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 8-methylsulfinyl-1,5-naphthyridine
• 英文别名: 4-Methylsulfinyl-1,5-naphthyridine；4-methylsulfinyl-1,5-naphthyridine
• CAS: 1352928-89-2
• 化学式: C₉H₈N₂OS
• 分子量: 192.241
• InChiKey: SGDNPEDEYPHYPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  62.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2,3,4-四甲基-1,3-环戊二烯 、 8-methylsulfinyl-1,5-naphthyridine 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以188 mg的产率得到4-(2,3,4,5-Tetramethylcyclopenta-2,4-dien-1-yl)-1,5-naphthyridine
  参考文献：
  名称：

  Synthesis and Complexation Behavior of Indenyl and Cyclopentadienyl Ligands Functionalized with a Naphthyridine Unit

  摘要：

  Lithium indenide (Li-Ind) or cyclopentadienide (Li-Cp) derivatives react as nucleophiles with 8-(methylsulfinyl)-1,5-naphthyridine (Naph), leading to donor-functionalized ligands Ind(Naph) or Cp-Naph, respectively. The new ligands comprise two N-donor atoms, which, for geometric reasons, cannot bind to the same metal atom. In complexes, where the metal atom is bound by the Cp or Ind moiety, the N5-donor atom is located in a distal position. The coordination behavior to Rh or Zr metal centers has been investigated. The Cp-based ligands show the expected chelating coordination mode with eta(5)-Cp and N coordination, whereas the indenyl units act as dihapto, trihapto, or pentahapto ligands. The dinuclear Rh(I) complex 12 shows a rare coordination geometry with two eta(3) ligands bridging a Rh-2(CO)(3) fragment.

  DOI：

  10.1021/om2009638
• 作为产物：
  描述：

  4-羟基-1,5-萘啶 在 草酰氯 、 N,N-二甲基甲酰胺 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 8-methylsulfinyl-1,5-naphthyridine
  参考文献：
  名称：

  Synthesis and Complexation Behavior of Indenyl and Cyclopentadienyl Ligands Functionalized with a Naphthyridine Unit

  摘要：

  Lithium indenide (Li-Ind) or cyclopentadienide (Li-Cp) derivatives react as nucleophiles with 8-(methylsulfinyl)-1,5-naphthyridine (Naph), leading to donor-functionalized ligands Ind(Naph) or Cp-Naph, respectively. The new ligands comprise two N-donor atoms, which, for geometric reasons, cannot bind to the same metal atom. In complexes, where the metal atom is bound by the Cp or Ind moiety, the N5-donor atom is located in a distal position. The coordination behavior to Rh or Zr metal centers has been investigated. The Cp-based ligands show the expected chelating coordination mode with eta(5)-Cp and N coordination, whereas the indenyl units act as dihapto, trihapto, or pentahapto ligands. The dinuclear Rh(I) complex 12 shows a rare coordination geometry with two eta(3) ligands bridging a Rh-2(CO)(3) fragment.

  DOI：

  10.1021/om2009638

文献信息

• Naphthyridine Cyclopentadienyl Chromium Complexes as Single-Site Catalysts for the Formation of Ultrahigh Molecular Weight Polyethylene
  作者：David Sieb、Robert W. Baker、Hubert Wadepohl、Markus Enders

  DOI：10.1021/om300582j

  日期：2012.11.12

  Cyclopentadienyl ligands functionalized with a 1,5-naphthyridine donor have been used for the formation of chromium(III) half-sandwich complexes. In addition to standard analytical characterization, the complexes have been investigated by paramagnetic H-1 NMR spectroscopy combined with DFT calculations. After activation, highly active single-site catalysts are obtained that lead to the formation of ultrahigh molecular weight polyethylene (UHMW-PE). Evaluation of polymer formation after different polymerization times at low temperature shows that the number of active centers is low at the beginning, but increases with polymerization time.