2,8-bis(2-chlorophenyl)-5-phenyl-1,9,10-anthyridine | 1446004-30-3

• 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: 2,8-bis(2-chlorophenyl)-5-phenyl-1,9,10-anthyridine
• 英文别名: 2,8-Bis(2-chlorophenyl)-5-phenylpyrido[2,3-b][1,8]naphthyridine；2,8-bis(2-chlorophenyl)-5-phenylpyrido[2,3-b][1,8]naphthyridine
• CAS: 1446004-30-3
• 化学式: C₂₉H₁₇Cl₂N₃
• 分子量: 478.38
• InChiKey: FRMUIDZNYJLJNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• 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：

  dirhodium tetraacetate 、 2,8-bis(2-chlorophenyl)-5-phenyl-1,9,10-anthyridine 以 氯仿 为溶剂， 反应 12.0h， 以86%的产率得到Rh2(OAc)3(2,8-bis(2-chlorophenyl)-5-phenyl-1,9,10-anthyridine-H)
  参考文献：
  名称：

  Cyclometalation of Anthyridine-Based Ligands with Dirhodium Acetates: Structure and Catalytic Activity

  摘要：

  Coordination of 2,8-Ar-2-5-phenylanthyridines (Ar = 2-thienyl, 1a; Ar = 2-ClC6H4-, 1b) with dirhodium tetraacetate yielded the cyclometalated complexes [Rh-2(OAc)(3)(metalated-1a)] (3a) and [Rh-2(OAc)(3)(metalated-1b)] (3b), respectively. Under acidic conditions, cleavage of the Rh-C bond in 3a,b took place to give the corresponding coordination complexes 4a,b. Treatment of 3a,b with PPh3 led to the phosphine-cyclometalated species [Rh-2(OAc)(2){P,C-(C6H4)PPh2)(metalated-1a)] (5a) and [Rh-2(OAc)(2){P,C-(C6H4)PPh2}(metalated-1b)] (5b), respectively. These new dirhodium complexes have been structurally characterized by NMR spectroscopy, and some representative compounds were also analyzed by X-ray methods. The use of these newly prepared dirhodium complexes as catalysts for the allylic oxidation of cydohexenes was investigated.

  DOI：

  10.1021/om400508a
• 作为产物：
  描述：

  邻氯苯乙酮 、 2,6-diamino-4-phenylpyridine-3,5-dicarboxaldehyde 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 14.0h， 以70%的产率得到2,8-bis(2-chlorophenyl)-5-phenyl-1,9,10-anthyridine
  参考文献：
  名称：

  Cyclometalation of Anthyridine-Based Ligands with Dirhodium Acetates: Structure and Catalytic Activity

  摘要：

  Coordination of 2,8-Ar-2-5-phenylanthyridines (Ar = 2-thienyl, 1a; Ar = 2-ClC6H4-, 1b) with dirhodium tetraacetate yielded the cyclometalated complexes [Rh-2(OAc)(3)(metalated-1a)] (3a) and [Rh-2(OAc)(3)(metalated-1b)] (3b), respectively. Under acidic conditions, cleavage of the Rh-C bond in 3a,b took place to give the corresponding coordination complexes 4a,b. Treatment of 3a,b with PPh3 led to the phosphine-cyclometalated species [Rh-2(OAc)(2){P,C-(C6H4)PPh2)(metalated-1a)] (5a) and [Rh-2(OAc)(2){P,C-(C6H4)PPh2}(metalated-1b)] (5b), respectively. These new dirhodium complexes have been structurally characterized by NMR spectroscopy, and some representative compounds were also analyzed by X-ray methods. The use of these newly prepared dirhodium complexes as catalysts for the allylic oxidation of cydohexenes was investigated.

  DOI：

  10.1021/om400508a

文献信息

• Cyclometalation of Anthyridine-Based Ligands with Dirhodium Acetates: Structure and Catalytic Activity
  作者：Da-wei Huang、Ying-Hao Lo、Yi-Hung Liu、Shie-Ming Peng、Shiuh-Tzung Liu

  DOI：10.1021/om400508a

  日期：2013.7.22

  Coordination of 2,8-Ar-2-5-phenylanthyridines (Ar = 2-thienyl, 1a; Ar = 2-ClC6H4-, 1b) with dirhodium tetraacetate yielded the cyclometalated complexes [Rh-2(OAc)(3)(metalated-1a)] (3a) and [Rh-2(OAc)(3)(metalated-1b)] (3b), respectively. Under acidic conditions, cleavage of the Rh-C bond in 3a,b took place to give the corresponding coordination complexes 4a,b. Treatment of 3a,b with PPh3 led to the phosphine-cyclometalated species [Rh-2(OAc)(2)P,C-(C6H4)PPh2)(metalated-1a)] (5a) and [Rh-2(OAc)(2)P,C-(C6H4)PPh2}(metalated-1b)] (5b), respectively. These new dirhodium complexes have been structurally characterized by NMR spectroscopy, and some representative compounds were also analyzed by X-ray methods. The use of these newly prepared dirhodium complexes as catalysts for the allylic oxidation of cydohexenes was investigated.