Dichloropalladium;oxolan-2-imine | 173142-51-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: Dichloropalladium;oxolan-2-imine
• CAS: 173142-51-3；172989-54-7
• 化学式: C₈H₁₄Cl₂N₂O₂Pd
• 分子量: 347.537
• InChiKey: OJNKXRGGMRSHOU-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  66.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Dichloropalladium;oxolan-2-imine 、 顺-1,2-双(二苯基膦)乙烯 以 二氯甲烷 为溶剂， 以96%的产率得到dichloro-(cis-1,2-bis(diphenylphosphino)ethylene)palladium(II)
  参考文献：
  名称：

  Palladium(II)-Promoted Cyclization Reaction of 4-Hydroxybutyronitrile to 2-Iminotetrahydrofuran. X-ray Structure of cis-[PdCl₂{N(H)CCH₂CH₂CH₂O}- (PPh₃)]·¹/₂CH₂Cl₂

  摘要：

  Reaction of 3-bromo-1-propanol with Et(4)N(CN) in CN(?)2Cl(2) at room temperature gives in high yield 4-hydroxybutyronitrile, HO(CH2)(3)CN (1), which upon reaction with Na2PdCl4 affords [PdCl2{N(H)=CCH2CH2CH2O}(2)] (2), containing two 2-iminotetrahydrofuran ligands derived from intramolecular cyclization of 1. Substitution of one imino ligand for an entering nucleophile L leads to the complexes [PdCl2{N(H)=CCH2CH2CH2O}(L)] (L = PPh(3) (3), py (4), DMF (5)). Similarly, the reaction of 2 with 1 equiv of cis-PH2PCH=CHPPh(2) results in the displacement of the two iminolactone ligands and formation of [PdCl2(Ph(2)PCH=CHPPh(2))]. The ligand 1 and the complexes 2-5 were characterized by analytical and spectroscopic techniques. IR data suggest that 2 and 3 are present as a mixture of cis and trans isomers, while 4 and 5 have a trans stereochemistry. Complex 3 gave crystals of the cis form, as evidenced by an X-ray structural determination.

  DOI：

  10.1021/om950740u
• 作为产物：
  描述：

  4-羟基丁腈 、 palladium dichloride 在 NaCl 作用下， 以 水 为溶剂， 以75%的产率得到Dichloropalladium;oxolan-2-imine
  参考文献：
  名称：

  Palladium(II)-Promoted Cyclization Reaction of 4-Hydroxybutyronitrile to 2-Iminotetrahydrofuran. X-ray Structure of cis-[PdCl₂{N(H)CCH₂CH₂CH₂O}- (PPh₃)]·¹/₂CH₂Cl₂

  摘要：

  Reaction of 3-bromo-1-propanol with Et(4)N(CN) in CN(?)2Cl(2) at room temperature gives in high yield 4-hydroxybutyronitrile, HO(CH2)(3)CN (1), which upon reaction with Na2PdCl4 affords [PdCl2{N(H)=CCH2CH2CH2O}(2)] (2), containing two 2-iminotetrahydrofuran ligands derived from intramolecular cyclization of 1. Substitution of one imino ligand for an entering nucleophile L leads to the complexes [PdCl2{N(H)=CCH2CH2CH2O}(L)] (L = PPh(3) (3), py (4), DMF (5)). Similarly, the reaction of 2 with 1 equiv of cis-PH2PCH=CHPPh(2) results in the displacement of the two iminolactone ligands and formation of [PdCl2(Ph(2)PCH=CHPPh(2))]. The ligand 1 and the complexes 2-5 were characterized by analytical and spectroscopic techniques. IR data suggest that 2 and 3 are present as a mixture of cis and trans isomers, while 4 and 5 have a trans stereochemistry. Complex 3 gave crystals of the cis form, as evidenced by an X-ray structural determination.

  DOI：

  10.1021/om950740u

文献信息

• Palladium(II)-Promoted Cyclization Reaction of 4-Hydroxybutyronitrile to 2-Iminotetrahydrofuran. X-ray Structure of <i>cis</i>-[PdCl₂{N(H)CCH₂CH₂CH₂O}- (PPh₃)]<b>·</b>¹/₂CH₂Cl₂
  作者：Roberta Bertani、Marta Gotti、Rino A. Michelin、Mirto Mozzon、Giuliano Bandoli、Robert J. Angelici

  DOI：10.1021/om950740u

  日期：1996.2.20

  Reaction of 3-bromo-1-propanol with Et(4)N(CN) in CN(?)2Cl(2) at room temperature gives in high yield 4-hydroxybutyronitrile, HO(CH2)(3)CN (1), which upon reaction with Na2PdCl4 affords [PdCl2N(H)=CCH2CH2CH2O}(2)] (2), containing two 2-iminotetrahydrofuran ligands derived from intramolecular cyclization of 1. Substitution of one imino ligand for an entering nucleophile L leads to the complexes [PdCl2N(H)=CCH2CH2CH2O}(L)] (L = PPh(3) (3), py (4), DMF (5)). Similarly, the reaction of 2 with 1 equiv of cis-PH2PCH=CHPPh(2) results in the displacement of the two iminolactone ligands and formation of [PdCl2(Ph(2)PCH=CHPPh(2))]. The ligand 1 and the complexes 2-5 were characterized by analytical and spectroscopic techniques. IR data suggest that 2 and 3 are present as a mixture of cis and trans isomers, while 4 and 5 have a trans stereochemistry. Complex 3 gave crystals of the cis form, as evidenced by an X-ray structural determination.