trans-chloro(1,3-diisopropyltetrahydropyrimid-2-ylidene)bis(triphenylphosphine)palladium(II) chloride | 912853-15-7

• 英文名称: trans-chloro(1,3-diisopropyltetrahydropyrimid-2-ylidene)bis(triphenylphosphine)palladium(II) chloride
• CAS: 912853-15-7
• 化学式: C₄₆H₅₀ClN₂P₂Pd*Cl
• 分子量: 870.19
• InChiKey: AAUBBHSHPBUVBA-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  trans-chloro(1,3-diisopropyltetrahydropyrimid-2-ylidene)bis(triphenylphosphine)palladium(II) chloride 以 甲苯 为溶剂， 以93%的产率得到cis-dichloro(1,3-diisopropyltetrahydropyrimid-2-ylidene)(triphenylphosphine)palladium(II) - chloroform (4/1)
  参考文献：
  名称：

  Active catalysts for the Suzuki coupling: Palladium complexes of tetrahydropyrimid-2-ylidenes

  摘要：

  An alternative way to synthesize a mixed N-heterocyclic carbenes (NHC) phosphine palladium(II) complex is described in this work. A free carbene, generated by deprotonation of a tetrahydro-pyrimidinium salt, was reacted with Pd(PPh3)(2)Cl-2 to yield the desired mixed NHC phosphine palladium(II) complex.In this work, we have combined the superior activity of mixed NHC phosphine palladium complexes in Suzuki-coupling reactions with the additional advantage of a stronger or-donating ligand. The combination of these two effects results in an increased catalytic activity in Suzuki reactions than found for corresponding mixed imidazole-ylidene phosphine complexes.Using this new class of catalysts, TONs of approximately 1 Mio. after a reaction time of 14 h can be achieved. Desactivated bromoarenes could also be coupled efficiently, using quite a low amount of catalyst (0.005 mol%). Even aryl chlorides can be coupled: TONs of approximately 6000 can be reached after only 14 It without any detectable catalyst deterioration using only 0.01 mol% of catalyst. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2005.08.046
• 作为产物：
  描述：

  1,3-diisopropyl-3,4,5,6-tetrahydropyrimid-2-ylidene 、 trans-bis(triphenylphosphine)palladium dichloride 以 四氢呋喃 为溶剂， 以89%的产率得到trans-chloro(1,3-diisopropyltetrahydropyrimid-2-ylidene)bis(triphenylphosphine)palladium(II) chloride
  参考文献：
  名称：

  Active catalysts for the Suzuki coupling: Palladium complexes of tetrahydropyrimid-2-ylidenes

  摘要：

  An alternative way to synthesize a mixed N-heterocyclic carbenes (NHC) phosphine palladium(II) complex is described in this work. A free carbene, generated by deprotonation of a tetrahydro-pyrimidinium salt, was reacted with Pd(PPh3)(2)Cl-2 to yield the desired mixed NHC phosphine palladium(II) complex.In this work, we have combined the superior activity of mixed NHC phosphine palladium complexes in Suzuki-coupling reactions with the additional advantage of a stronger or-donating ligand. The combination of these two effects results in an increased catalytic activity in Suzuki reactions than found for corresponding mixed imidazole-ylidene phosphine complexes.Using this new class of catalysts, TONs of approximately 1 Mio. after a reaction time of 14 h can be achieved. Desactivated bromoarenes could also be coupled efficiently, using quite a low amount of catalyst (0.005 mol%). Even aryl chlorides can be coupled: TONs of approximately 6000 can be reached after only 14 It without any detectable catalyst deterioration using only 0.01 mol% of catalyst. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2005.08.046