[Pd(2-diphenylphosphinomethyl-2-thiazoline(-1H))(N,N-dimethylbenzylamine-C,N)] | 1073131-17-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: [Pd(2-diphenylphosphinomethyl-2-thiazoline(-1H))(N,N-dimethylbenzylamine-C,N)]
• 英文别名: N,N-dimethyl-1-phenylmethanamine;diphenyl-[(E)-1,3-thiazolidin-3-id-2-ylidenemethyl]phosphane;palladium(2+)
• CAS: 1073131-17-5
• 化学式: C₂₅H₂₇N₂PPdS
• 分子量: 524.963
• InChiKey: MAHCJFGXQYKQIH-YNHPUKFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.58
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis[(benzyldimethylamino)chloropalladium(II)] 、 [Pd(2-diphenylphosphinomethyl-2-thiazoline(-1H))(N,N-dimethylbenzylamine-C,N)] 以 四氢呋喃 为溶剂， 以93.5%的产率得到[(N,N-dimethylbenzylamine-C,N)PdCl(2-diphenylphosphinomethyl-2-thiazoline(-1H))Pd(N,N-dimethylbenzylamine-C,N)]
  参考文献：
  名称：

  Formation of P−C Bonds under Unexpectedly Mild Conditions. Phosphoryl Migration and Metal Coordination of Diphenylphosphinomethyl-oxazolines and -thiazolines

  摘要：

  The heterocycles 2-methyl-2-oxazoline (mox) and 2-methyl-2-thiazoline (mth) react with Ph2PCl under mild conditions, in the presence of NEt3 which promotes their phosphorylation by stabilization of their enamino tautomers mox, and mth, respectively, and which also behaves as HCl scavenger. Depending on the reaction conditions, three different phosphine ligands were obtained in good yields from mox: the monophosphine Ph2PCH2C=NCH2CH2O (1(ox)) and the isomeric diphosphines (PhPCH)-P-2=COCH2CH2NPPh2 (2(ox)) (X-ray structure) and (Ph2P)(2)CHC=NCH2CH2O (3(ox)). The formation of these ligands involves phosphoryl migration reactions, which were studied by NMR spectroscopy. The synthesis and the X-ray structures of the corresponding diphenylphosphinothiazolines Ph2PCH2C=NCH2CH2S (1(th)) and Ph2CH=CSCH2CH2NPPh, (2(th)) are also reported but the thiazoline analog of the geminal diphosphine 3(ox) was not observed. The metal complexes [Pt(3ox-H)(2)]center dot 4CH(2)Cl(2) (4 . 4CH(2)Cl(2)), [Pt(Me)l(1(ox))] (5), [Pt(Me)(2)(1(ox))](7), [Pd(dmba-C,N)(1(th))]OTf center dot 0.25Et(2)O (8 center dot 0.25Et(2)O), [Pd(dmba-C,N(1(th-H))] (9), and [9-{Pd(dmba-C,N)Cl}]center dot 2.5C(6)H(6) (10 - 2.5C(6)H(6)) have been prepared and structurally characterized by X-ray diffraction.

  DOI：

  10.1021/ic800934h
• 作为产物：
  描述：

  2-[(diphenylphosphino)methyl]thiazoline 在 t-BuOK 作用下， 以 四氢呋喃 为溶剂， 生成 [Pd(2-diphenylphosphinomethyl-2-thiazoline(-1H))(N,N-dimethylbenzylamine-C,N)]
  参考文献：
  名称：

  Formation of P−C Bonds under Unexpectedly Mild Conditions. Phosphoryl Migration and Metal Coordination of Diphenylphosphinomethyl-oxazolines and -thiazolines

  摘要：

  The heterocycles 2-methyl-2-oxazoline (mox) and 2-methyl-2-thiazoline (mth) react with Ph2PCl under mild conditions, in the presence of NEt3 which promotes their phosphorylation by stabilization of their enamino tautomers mox, and mth, respectively, and which also behaves as HCl scavenger. Depending on the reaction conditions, three different phosphine ligands were obtained in good yields from mox: the monophosphine Ph2PCH2C=NCH2CH2O (1(ox)) and the isomeric diphosphines (PhPCH)-P-2=COCH2CH2NPPh2 (2(ox)) (X-ray structure) and (Ph2P)(2)CHC=NCH2CH2O (3(ox)). The formation of these ligands involves phosphoryl migration reactions, which were studied by NMR spectroscopy. The synthesis and the X-ray structures of the corresponding diphenylphosphinothiazolines Ph2PCH2C=NCH2CH2S (1(th)) and Ph2CH=CSCH2CH2NPPh, (2(th)) are also reported but the thiazoline analog of the geminal diphosphine 3(ox) was not observed. The metal complexes [Pt(3ox-H)(2)]center dot 4CH(2)Cl(2) (4 . 4CH(2)Cl(2)), [Pt(Me)l(1(ox))] (5), [Pt(Me)(2)(1(ox))](7), [Pd(dmba-C,N)(1(th))]OTf center dot 0.25Et(2)O (8 center dot 0.25Et(2)O), [Pd(dmba-C,N(1(th-H))] (9), and [9-{Pd(dmba-C,N)Cl}]center dot 2.5C(6)H(6) (10 - 2.5C(6)H(6)) have been prepared and structurally characterized by X-ray diffraction.

  DOI：

  10.1021/ic800934h