N-(tert-butyl)-2-(bis-2-pyridylmethyl)aminoethaneamide | 1005452-81-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(tert-butyl)-2-(bis-2-pyridylmethyl)aminoethaneamide
• 英文别名: TBPMAE-H；2-[bis(pyridin-2-ylmethyl)amino]-N-tert-butylacetamide
• CAS: 1005452-81-2
• 化学式: C₁₈H₂₄N₄O
• 分子量: 312.415
• InChiKey: BSHRMCYXXABGCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲醇 、 N-(tert-butyl)-2-(bis-2-pyridylmethyl)aminoethaneamide 、 水 、 copper(ll) bromide 以 乙腈 为溶剂， 生成 [(TBPMAE-H)CuBr]Br*2.59H2O*0.41CH3OH
  参考文献：
  名称：

  Synthesis and characterization of an N-coordinated amidate copper(II) complex of deprotonated N-(2,6-diisopropylphenyl)-2-(bis-(2-pyridylmethyl))aminoethanamide

  摘要：

  The title ligand, N-(2,6-diisopropylphenyl)-2-(bis-(2-pyridylmethyl))aminoethanamide (DIPMAE-H), was prepared by a nucleophilic substitution reaction between N-(2,6-diisopropyl)phenyl-2-bromoethanamide and bis-(2-pyridylmethyl)amine. An analogous ligand (TBPMAE-H) in which the 2,6-diisopropylphenyl group was substituted for a tert-butyl group was also prepared in this manner. Then, [(DIPMAE-H)CuBr]Br-+(-) and [(TBPMAE-H)CuBr]Br-+(-) were prepared by heating one equivalent of ligand and CuBr2 in CH3CN. In both compounds the geometry about the copper center is square pyramidal with distortions due to the geometrical, constraints of the ligand. The amide oxygen occupies the axial position, and the three amine nitrogens and the bromide ligand form the basal plane of the square pyramid. Pairs of complexes in the unit cell are associated via weak donation of a lone pair on the bromide ligand of one complex to the copper center of another (Cu center dot center dot center dot Br distances in the range of 3.3576-3.4022 angstrom).The title compound, (DIPMAE)CuBr, was prepared by deprotonation of [(DIPMAE-H)CuBr]Br-+(-) using NaH. The key feature of (DIPMAE)CuBr is the amidate group eta(1)- and N-coordinated to the copper center. The compound also exhibits distorted trigonal bipyramidal coordination geometry with the bromide and tertiary amine donors occupying the axial sites and the amidate and pyridyl donors occupying the equatorial positions. The copper atom is displaced from the trigonal plane towards the bromide donor apex due to the geometrical demands of the ligand. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.06.003

文献信息

• Synthesis and characterization of an N-coordinated amidate copper(II) complex of deprotonated N-(2,6-diisopropylphenyl)-2-(bis-(2-pyridylmethyl))aminoethanamide
  作者：Timothy E. Patten、Marilyn M. Olmstead、Christina Troeltzsch

  DOI：10.1016/j.ica.2007.06.003

  日期：2008.1

  The title ligand, N-(2,6-diisopropylphenyl)-2-(bis-(2-pyridylmethyl))aminoethanamide (DIPMAE-H), was prepared by a nucleophilic substitution reaction between N-(2,6-diisopropyl)phenyl-2-bromoethanamide and bis-(2-pyridylmethyl)amine. An analogous ligand (TBPMAE-H) in which the 2,6-diisopropylphenyl group was substituted for a tert-butyl group was also prepared in this manner. Then, [(DIPMAE-H)CuBr]Br-+(-) and [(TBPMAE-H)CuBr]Br-+(-) were prepared by heating one equivalent of ligand and CuBr2 in CH3CN. In both compounds the geometry about the copper center is square pyramidal with distortions due to the geometrical, constraints of the ligand. The amide oxygen occupies the axial position, and the three amine nitrogens and the bromide ligand form the basal plane of the square pyramid. Pairs of complexes in the unit cell are associated via weak donation of a lone pair on the bromide ligand of one complex to the copper center of another (Cu center dot center dot center dot Br distances in the range of 3.3576-3.4022 angstrom).The title compound, (DIPMAE)CuBr, was prepared by deprotonation of [(DIPMAE-H)CuBr]Br-+(-) using NaH. The key feature of (DIPMAE)CuBr is the amidate group eta(1)- and N-coordinated to the copper center. The compound also exhibits distorted trigonal bipyramidal coordination geometry with the bromide and tertiary amine donors occupying the axial sites and the amidate and pyridyl donors occupying the equatorial positions. The copper atom is displaced from the trigonal plane towards the bromide donor apex due to the geometrical demands of the ligand. (c) 2007 Elsevier B.V. All rights reserved.