threo-Tetraaminobutane | 336142-92-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: threo-Tetraaminobutane
• 英文别名: (2S,3S)-1,2,3,4-Tetraaminobutane；1,2S,3S,4-butanetetramine；threo-tab；(2S,3S)-butane-1,2,3,4-tetramine
• CAS: 336142-92-8
• 化学式: C₄H₁₄N₄
• 分子量: 118.182
• InChiKey: GBEUVFRMFKMDER-IMJSIDKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  104
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  铜 、 threo-Tetraaminobutane 、 在 base 作用下， 以 水 为溶剂， 生成
  参考文献：
  名称：

  -硫族化物-氰基簇，Cu（2+）离子和1,2,3,4-四氨基丁烷作为手性配位聚合物的分子构建基块。

  摘要：

  DOI：

  10.1002/anie.200351595
• 作为产物：
  描述：

  (2S,3S)-1,2,3,4-Tetraazido-butane 在 氢气 作用下， 以 乙醇 为溶剂， 以62%的产率得到threo-Tetraaminobutane
  参考文献：
  名称：

  Complex Formation of NiII, CuII, PdII, and CoIII with 1,2,3,4-Tetraaminobutane

  摘要：

  Complex formation of the two tetraamine ligands (2S,3S)-1,2,3,4-tetraaminobutane (threo-tetraaminobutane. ttab) and (2R,3S)-1,2,3,4-tetraaminobutane (erythro-tetraaminobutane. etab) with Co-III, Ni-II. Cu-II, and Pd-II was investigated in aqueous solution and in the solid state. For Ni-II and Cu-II, the pH-dependent formation of a variety of species [(MxLyHz)-L-II]((2x+z)+) was established by potentiometric titrations and UV/Vis spectroscopy. In sufficiently acidic solutions the divalent cations formed a mononuclear complex with the doubly protonated ligand of composition [M(H2L)](4+). An example of such a complex was characterized in the crystal structure of [Pd(H(2)ttab)Cl-2]Cl-2.H2O. If the metal cation was present in excess. increase of pH resulted in the formation of dinuclear complexes [M2L](4+). Such a species was found in the crystal structure of [Cu-2(ttab)Br-4].H2O. Excess ligand, on the other hand, lead to the formation of a series of mononuclear bis-complexes [M-q(HxL)(HyL)]((q+x+y)+). The crystal structure of [Co(Hetab)(2)][ZnCl4](2)Cl . H2O with the inert, trivalent Co-III center served as a model to illustrate the structural features of this class of complexes. By using an approximately equimolar ratio of the ligand and the metal cation, a variety of polymeric aggregates both in dilute aqueous solution and in the solid state were observed. The crystal structure of Cu-2(ttab)(3)Br-4, which exhibits a two-dimensional. infinite network, and that of [Ni-8(ttab)(12)]-Br-16. 17.5H(2)O, which contains discrete chiral [Ni-8(ttab)(12)](16+) cubes with approximate T symmetry, are representative examples of such polymers. The energy of different diastereomeric forms of such complexes with the two tetraamine ligands were analyzed by means of molecular mechanics calculations, and the implications of these calculations for the different structures are discussed.

  DOI：

  10.1002/1521-3765(20010216)7:4<917::aid-chem917>3.0.co;2-2

文献信息

• A new chiral coordination polymer based on [Fe(CN)6]4−, Cu2+ cations, and (2S, 3S)-1,2,3,4-tetraaminobutane: Synthesis, structure, and ESR spectra
  作者：Yu. V. Mironov、V. A. Nadolinny、D. Yu. Naumov、K. Hegetschweiler、V. E. Fedorov

  DOI：10.1007/s11172-007-0073-5

  日期：2007.3

  [Cu(NH3)(threo-tab)}2Fe(CN)6]·8H2O was synthesized by the reaction of an aqueous solution of potassium hexacyanoferrate with an ammonia solution of copper(II) chloride and (2S,3S)-1,2,3,4-tetraaminobutane (threo-tab). The structure of the coordination polymer was established by X-ray diffraction. The ESR spectra of this compound were measured for a powder and a single crystal.

  通过六氰基高铁酸钾水溶液与氯化铜(II)和(2S)氨溶液反应合成了新型手性配位聚合物[Cu(NH3)(threo-tab)}2Fe(CN)6]·8H2O ,3S)-1,2,3,4-四氨基丁烷（苏制标签）。配位聚合物的结构是通过 X 射线衍射确定的。该化合物的ESR光谱是针对粉末和单晶测量的。
• Rhenium–Chalcogenide–Cyano Clusters, Cu2+ Ions, and 1,2,3,4-Tetraaminobutane as Molecular Building Blocks for Chiral Coordination Polymers
  作者：Yuri V. Mironov、Nikolai G. Naumov、Konstantin A. Brylev、Olga A. Efremova、Vladimir E. Fedorov、Kaspar Hegetschweiler

  DOI：10.1002/anie.200351595

  日期：2004.2.27
• Complex Formation of NiII, CuII, PdII, and CoIII with 1,2,3,4-Tetraaminobutane
  作者：Anja Zimmer、Dirk Kuppert、Thomas Weyhermüller、Iris Müller、Kaspar Hegetschweiler

  DOI：10.1002/1521-3765(20010216)7:4<917::aid-chem917>3.0.co;2-2

  日期：2001.2.16

  Complex formation of the two tetraamine ligands (2S,3S)-1,2,3,4-tetraaminobutane (threo-tetraaminobutane. ttab) and (2R,3S)-1,2,3,4-tetraaminobutane (erythro-tetraaminobutane. etab) with Co-III, Ni-II. Cu-II, and Pd-II was investigated in aqueous solution and in the solid state. For Ni-II and Cu-II, the pH-dependent formation of a variety of species [(MxLyHz)-L-II]((2x+z)+) was established by potentiometric titrations and UV/Vis spectroscopy. In sufficiently acidic solutions the divalent cations formed a mononuclear complex with the doubly protonated ligand of composition [M(H2L)](4+). An example of such a complex was characterized in the crystal structure of [Pd(H(2)ttab)Cl-2]Cl-2.H2O. If the metal cation was present in excess. increase of pH resulted in the formation of dinuclear complexes [M2L](4+). Such a species was found in the crystal structure of [Cu-2(ttab)Br-4].H2O. Excess ligand, on the other hand, lead to the formation of a series of mononuclear bis-complexes [M-q(HxL)(HyL)]((q+x+y)+). The crystal structure of [Co(Hetab)(2)][ZnCl4](2)Cl . H2O with the inert, trivalent Co-III center served as a model to illustrate the structural features of this class of complexes. By using an approximately equimolar ratio of the ligand and the metal cation, a variety of polymeric aggregates both in dilute aqueous solution and in the solid state were observed. The crystal structure of Cu-2(ttab)(3)Br-4, which exhibits a two-dimensional. infinite network, and that of [Ni-8(ttab)(12)]-Br-16. 17.5H(2)O, which contains discrete chiral [Ni-8(ttab)(12)](16+) cubes with approximate T symmetry, are representative examples of such polymers. The energy of different diastereomeric forms of such complexes with the two tetraamine ligands were analyzed by means of molecular mechanics calculations, and the implications of these calculations for the different structures are discussed.