N,N'N''-tris(2-pyridylmethyl)-1,1,1-tris(aminomethyl)ethane | 921928-51-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N'N''-tris(2-pyridylmethyl)-1,1,1-tris(aminomethyl)ethane
• 英文别名: tamepyr；2-methyl-N,N'-bis(pyridin-2-ylmethyl)-2-[(pyridin-2-ylmethylamino)methyl]propane-1,3-diamine
• CAS: 921928-51-0
• 化学式: C₂₃H₃₀N₆
• 分子量: 390.531
• InChiKey: LUYVBRMYAZJQLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  74.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cobalt(II) tetrafluoroborate hexahydrate 、 N,N'N''-tris(2-pyridylmethyl)-1,1,1-tris(aminomethyl)ethane 以 甲醇 为溶剂， 以63%的产率得到[Co(tamepyr)](BF4)2
  参考文献：
  名称：

  Ni(II)-mediated synthesis of the novel tripodal aminopyridyl ligand tamepyr: Coordination geometry and rigidity of complexes with the divalent 3d metals Fe–Zn and with In(III)

  摘要：

  The synthesis of the novel chelator 'tamepyr' (N,N',N"-tris(2-pyridylmethyl)-1,1,1-tris(aminomethyl)ethane) and properties of its complexes with Fe(II), Co(II), Ni(II), Cu(II), Zn(II) and In(III) are reported. Tamepyr was prepared as a complex with Ni(II) by the NaBH4 reduction of the tamepyr-trisimine complex, [Ni((2-py-C(H)=NCH2)(3)CMe)](2+). The decomposition of [Ni(tamepyr)](2+) with excess sodium cyanide affords tamepyr in 40% overall yield from tame. Structural study of [Zn(tamepyr)](ClO4)(2) shows similar Zn-N distances with reference to the aminopyridyl tripod tachpyr (N,N',N"-tris(2-pyridylmethyl)-cis,cis-1,3,5-triaminocyclohexane), being d(Zn-N-amine.py) = 216.9(2), 212.8(2) pin versus 216.0(3), 216.5(4) pm for [Zn(tachpyr)](ClO4)(2). However, the [Zn(tamepyr)](2+) data indicate a greater propensity to octahedral coordination in a tame-framework chelator compared to a tach-framework chelator: the trigonal twist angle in the ZnN6 coordination sphere of [Zn(tamepyr)](2+) is 46.5(2)degrees versus 43.7(2)degrees for [Zn(tachpyr)](2+). When presented with larger metals such as In(111), tamepyr shows greater flexibility than tachpyr, thus, [In(tamepyr)](3+) is completely fluxional at ambient temperature while [In(tachpyr)](3+) is static up to 107 degrees C as shown by H-1 NMR in DMSO-d(6). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2006.08.020

文献信息

• Ni(II)-mediated synthesis of the novel tripodal aminopyridyl ligand tamepyr: Coordination geometry and rigidity of complexes with the divalent 3d metals Fe–Zn and with In(III)
  作者：Daniel P. Kennedy、Antonio G. DiPasquale、Arnold L. Rheingold、Roy P. Planalp

  DOI：10.1016/j.poly.2006.08.020

  日期：2007.1

  The synthesis of the novel chelator 'tamepyr' (N,N',N"-tris(2-pyridylmethyl)-1,1,1-tris(aminomethyl)ethane) and properties of its complexes with Fe(II), Co(II), Ni(II), Cu(II), Zn(II) and In(III) are reported. Tamepyr was prepared as a complex with Ni(II) by the NaBH4 reduction of the tamepyr-trisimine complex, [Ni((2-py-C(H)=NCH2)(3)CMe)](2+). The decomposition of [Ni(tamepyr)](2+) with excess sodium cyanide affords tamepyr in 40% overall yield from tame. Structural study of [Zn(tamepyr)](ClO4)(2) shows similar Zn-N distances with reference to the aminopyridyl tripod tachpyr (N,N',N"-tris(2-pyridylmethyl)-cis,cis-1,3,5-triaminocyclohexane), being d(Zn-N-amine.py) = 216.9(2), 212.8(2) pin versus 216.0(3), 216.5(4) pm for [Zn(tachpyr)](ClO4)(2). However, the [Zn(tamepyr)](2+) data indicate a greater propensity to octahedral coordination in a tame-framework chelator compared to a tach-framework chelator: the trigonal twist angle in the ZnN6 coordination sphere of [Zn(tamepyr)](2+) is 46.5(2)degrees versus 43.7(2)degrees for [Zn(tachpyr)](2+). When presented with larger metals such as In(111), tamepyr shows greater flexibility than tachpyr, thus, [In(tamepyr)](3+) is completely fluxional at ambient temperature while [In(tachpyr)](3+) is static up to 107 degrees C as shown by H-1 NMR in DMSO-d(6). (c) 2006 Elsevier Ltd. All rights reserved.