[Cu(Boc-Gly-bis[(2-pyridyl)methyl]amine)(H2O)(CF3SO3)2] | 495380-93-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: [Cu(Boc-Gly-bis[(2-pyridyl)methyl]amine)(H2O)(CF3SO3)2]
• 英文别名: copper;tert-butyl N-[2-[bis(pyridin-2-ylmethyl)amino]-2-oxoethyl]carbamate;dichloromethane;trifluoromethanesulfonate;hydrate
• CAS: 495380-93-3
• 化学式: CF₃O₃S*CH₂Cl₂*C₂₀H₂₆CuF₃N₄O₇S
• 分子量: 821.06
• InChiKey: SWEYHVSKZIBZQT-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  47
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  217
• 氢给体数：
  2
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  (Boc)glycyldipicolylamide 、 二氯甲烷 、 copper(II) bis(trifluoromethanesulfonate) 以 乙腈 为溶剂， 以67%的产率得到[Cu(Boc-Gly-bis[(2-pyridyl)methyl]amine)(H2O)(CF3SO3)2]
  参考文献：
  名称：

  The Activation of Tertiary Carboxamides in Metal Complexes: An Experimental and Theoretical Study on the Methanolysis of Acylated Bispicolylamine Copper(II) Complexes

  摘要：

  It is a well-established concept that the C-N bond cleavage of carboxamide functions is facilitated by the coordination of a metal ion to the carbonyl oxygen atom. In contrast, the alternative C-N bond activation by coordination of a neutral tertiary carboxamide nitrogen atom has not been studied. We present the first results on the effect of nitrogen pyramidalization in N-coordinated metal complexes on the methanolysis of tertiary carboxamide groups. An analysis of the reactions products obtained from the methanol cleavage of [(N-Acyl-bpa)Cu](2+) (bpa = N,N-bispicolylamine) complexes is presented together with experimental and high-level theoretically calculated structures. The strong effect of different anions on the amide pyramidalization and subsequent C-N-bond cleavage is evaluated. We show that dichloro complexes [(N-Acyl-bpa)CuCl2] have much less activated amide groups than the corresponding triflate species. They should therefore be less reactive. However, [(N-Acyl-bpa)CuCl2] complexes dissociate in solution to give cationic monochloro complexes [(N-Acyl-bpa)Cu(S)Cl](+) (S = solvent molecule). Theoretical calculations show that the amide pyramidalization in the monochloro complexes is equal to that in the corresponding CF3SO3- salts. Consequently, chloro and triflato complexes are cleaved with similar rates and efficiencies. Parallels to and differences in the reactivity of purely organic distorted amides are discussed.

  DOI：

  10.1021/ic0496774