[Cp*Ir(2-pyridonate)Cl] | 923298-56-0

• 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: [Cp*Ir(2-pyridonate)Cl]
• 英文别名: [(pentamethylcyclopentadienyl)Ir(2-pyridonate)Cl]；Cp*Ir(κ-2-pyridonate)Cl；[(C5(CH3)5)IrCl(2-hydroxypyridine(-H))]；[Cp(*)Ir(κ2-2-pyridonato)Cl]；[Cp(*)Ir(κ2-2-hp)Cl]；iridium(3+);1,2,3,4,5-pentamethylcyclopenta-1,3-diene;pyridin-2-olate;chloride
• CAS: 923298-56-0
• 化学式: C₁₅H₁₉ClIrNO
• 分子量: 456.995
• InChiKey: XANVCCZLFOZPEP-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [Cp*Ir(2-pyridonate)Cl] 、 三苯基膦 以 not given 为溶剂， 以81%的产率得到Cp(*)IrCl(κ1-2-pyridonato)(PPh3)
  参考文献：
  名称：

  Organoiridium Pyridonates and Their Role in the Dehydrogenation of Alcohols

  摘要：

  New derivatives of 2 hydroxypyridine (2 hpH) and Cp*Ir(III) are described Under conditions for catalytic dehydrogenation of 1 phenylethanol catalyzed by Cp*IrCl(kappa(2) 2 hp) (1) the main species observed are [Cp*(2)Ir(2)H(2)(2 hp)]Cl ([2]Cl) and Cp*IrHCl(kappa(1) 2 hpH) (3) Crystallographic analysis confirms that the cation in [2]PF(6) consists of a Cp*(2)Ir(2)(mu H)(lambda)(2+) core complemented by a pyridonate ligand that bridges via O and N centers Although [2]Cl is catalytically highly active the related salt [2]PF(6) is not Addition of chloride sources reactivates [2]PF(6) Collectively our experiments indicate that [2]Cl is a resting state that reverts to a more active species which we propose is 1 itself In situ NMR observations and PPh(3) trapping experiments show that under catalytically relevant conditions 1 rapidly converts to 3 which can be observed spectroscopically Compound 3 was independently generated by transfer hydrogenation of 1 In other experiments 1 was found to ring open upon treatment with PPh(3) to give Cp*IrCl(kappa(1) 2 hp)(PPh(3)) which in turn was found to react with AgPF(6) to give [Cp*Ir(kappa(2) 2 hp)(PPh(3))]PF(6) Both PPh(3) derivatives proved catalytically inactive for dehydrogenation Cp*IrCl(kappa(2) 2 hp 6 Me) was also prepared but could not be converted to kappa(1) 2 hpH 6 Me derivatives The complex Cp*IrCl(C(5)H(3)O(2)NH) nominally derived from the conjugate base of 2 6 dihydroxypyridine features the novel ligand eta(3) C(3)H(3)(CO)(2)NH

  DOI：

  10.1021/om100901b
• 作为产物：
  描述：

  2-羟基吡啶 、 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 在 sodium ethanolate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 [Cp*Ir(2-pyridonate)Cl]
  参考文献：
  名称：

  一系列带有取代的2-吡啶酮的铱配合物的合成及其在中性条件下对醇的无受体脱氢的催化性能

  摘要：

  已经合成了一系列带有5-和4,5-取代的2-丙酮酸酯配体的Cp * Ir配合物，并且已经在中性条件下研究了它们对醇的无受体脱氢的催化性能。在5-位的吸电子基团，例如甲氧基羰基，三氟甲基，氰基和硝基，促进了1-苯基乙醇的无受体脱氢，而在5-位的供电子甲基则阻碍了反应。此外，在4-位引入甲基改善了催化性能。因此，Cp * Ir（5-三氟甲基-4-甲基-2-吡啶酮酸酯）Cl（2bc）在所检测的配合物中表现出最高的催化性能，并且对于伯醇的无受体脱氢也显示出良好的催化性能。

  DOI：

  10.1016/j.jorganchem.2017.05.018
• 作为试剂：
  描述：

  苏合香醇 在 [Cp*Ir(2-pyridonate)Cl] 作用下， 以 甲苯 为溶剂， 反应 21.0h， 生成 苯乙酮
  参考文献：
  名称：

  Organoiridium Pyridonates and Their Role in the Dehydrogenation of Alcohols

  摘要：

  New derivatives of 2 hydroxypyridine (2 hpH) and Cp*Ir(III) are described Under conditions for catalytic dehydrogenation of 1 phenylethanol catalyzed by Cp*IrCl(kappa(2) 2 hp) (1) the main species observed are [Cp*(2)Ir(2)H(2)(2 hp)]Cl ([2]Cl) and Cp*IrHCl(kappa(1) 2 hpH) (3) Crystallographic analysis confirms that the cation in [2]PF(6) consists of a Cp*(2)Ir(2)(mu H)(lambda)(2+) core complemented by a pyridonate ligand that bridges via O and N centers Although [2]Cl is catalytically highly active the related salt [2]PF(6) is not Addition of chloride sources reactivates [2]PF(6) Collectively our experiments indicate that [2]Cl is a resting state that reverts to a more active species which we propose is 1 itself In situ NMR observations and PPh(3) trapping experiments show that under catalytically relevant conditions 1 rapidly converts to 3 which can be observed spectroscopically Compound 3 was independently generated by transfer hydrogenation of 1 In other experiments 1 was found to ring open upon treatment with PPh(3) to give Cp*IrCl(kappa(1) 2 hp)(PPh(3)) which in turn was found to react with AgPF(6) to give [Cp*Ir(kappa(2) 2 hp)(PPh(3))]PF(6) Both PPh(3) derivatives proved catalytically inactive for dehydrogenation Cp*IrCl(kappa(2) 2 hp 6 Me) was also prepared but could not be converted to kappa(1) 2 hpH 6 Me derivatives The complex Cp*IrCl(C(5)H(3)O(2)NH) nominally derived from the conjugate base of 2 6 dihydroxypyridine features the novel ligand eta(3) C(3)H(3)(CO)(2)NH

  DOI：

  10.1021/om100901b