tris(3-hydroxypropyltriazolylmethyl)amine | 1310580-26-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: tris(3-hydroxypropyltriazolylmethyl)amine
• 英文别名: tris[(1-n-butyl-1H-1,2,3-triazole-4-yl)methyl]amine；tris[(1-n-butyl-1H-1,2,3-triazol-4-yl)methyl]amine；TBuTA；1-(1-butyltriazol-4-yl)-N,N-bis[(1-butyltriazol-4-yl)methyl]methanamine
• CAS: 1310580-26-7
• 化学式: C₂₁H₃₆N₁₀
• 分子量: 428.584
• InChiKey: UPKISEONNNXODD-UHFFFAOYSA-N

物化性质

• 沸点：
  587.1±60.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  31
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  95.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  二氯甲烷 、 tris(3-hydroxypropyltriazolylmethyl)amine 、 cobalt(II) perchlorate hexahydrate 以 二氯甲烷 为溶剂， 以90%的产率得到bis(tris[(1-n-butyl-1H-1,2,3-triazol-4-yl)methyl]amine)cobalt(II) perchlorate*(dichloromethane)
  参考文献：
  名称：

  Cobalt Complexes with “Click”-Derived Functional Tripodal Ligands: Spin Crossover and Coordination Ambivalence

  摘要：

  We demonstrate the use of a Cu(I) catalyzed "Click" reaction in the synthesis of novel ligands for spin crossover complexes. The reaction between azides and alkynes was used to synthesize the reported tripodal ligand tris [ (1-benzyl-1H-1,2,3-triazol-4-yl)methyl] amine, TBTA, and the new ligands tris[(1-cyclohexyl-1H-1,2,3-triazol-4-yl)methyl] amine, TCTA, and tris[(1-n-butyl-1H-1,2,3-triazol-4-yl)methyl] amine, TBuTA Reactions of TBTA with Co(ClO4)(2) lead to complexes of the form [Co(TBTA)(CH3CN)(3)](ClO4)(2), 1, and [Co(TBTA)(2)] (ClO4)(2), 2, where complex formation can be controlled by the metal/ligand ratio and the complexes 1 and 2 can be chemically and reversibly switched from one form to another in solution resulting in coordination ambivalence. The benzyl substituents of TBTA in 2 show intramolecular C-H-pi T-stacking that generates a chemical pressure to stabilize the low spin (LS) state at lower temperatures. The structural parameters of 2 are consistent with a Jahn Teller active LS Co(II) (elongation) ion showing four short and two long bonds. 2 shows spin-crossover (SCO) behavior in the solid state and in solution with a high T-0 close to room temperature which is driven by the T-stacking. 1 remains high spin (HS) between 2 and 400 K. Reversible chemical switching is observed between 1 and 2 at room temperature, with an accompanying change in the spin state from HS to LS. The importance of the intramolecular T-stacking in driving the SCO behavior is proven by comparison with two analogous compounds that lack an aromatic substituent and remain HS down to very low temperatures.

  DOI：

  10.1021/ic200246v
• 作为产物：
  描述：

  三炔丙基胺 、 n-butylazide 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 三[(1-苄基-1H-1,2,3-三唑-4-基)甲基]胺 作用下， 以 水 、 叔丁醇 为溶剂， 反应 120.0h， 以950 mg的产率得到tris(3-hydroxypropyltriazolylmethyl)amine
  参考文献：
  名称：

  Cobalt Complexes with “Click”-Derived Functional Tripodal Ligands: Spin Crossover and Coordination Ambivalence

  摘要：

  We demonstrate the use of a Cu(I) catalyzed "Click" reaction in the synthesis of novel ligands for spin crossover complexes. The reaction between azides and alkynes was used to synthesize the reported tripodal ligand tris [ (1-benzyl-1H-1,2,3-triazol-4-yl)methyl] amine, TBTA, and the new ligands tris[(1-cyclohexyl-1H-1,2,3-triazol-4-yl)methyl] amine, TCTA, and tris[(1-n-butyl-1H-1,2,3-triazol-4-yl)methyl] amine, TBuTA Reactions of TBTA with Co(ClO4)(2) lead to complexes of the form [Co(TBTA)(CH3CN)(3)](ClO4)(2), 1, and [Co(TBTA)(2)] (ClO4)(2), 2, where complex formation can be controlled by the metal/ligand ratio and the complexes 1 and 2 can be chemically and reversibly switched from one form to another in solution resulting in coordination ambivalence. The benzyl substituents of TBTA in 2 show intramolecular C-H-pi T-stacking that generates a chemical pressure to stabilize the low spin (LS) state at lower temperatures. The structural parameters of 2 are consistent with a Jahn Teller active LS Co(II) (elongation) ion showing four short and two long bonds. 2 shows spin-crossover (SCO) behavior in the solid state and in solution with a high T-0 close to room temperature which is driven by the T-stacking. 1 remains high spin (HS) between 2 and 400 K. Reversible chemical switching is observed between 1 and 2 at room temperature, with an accompanying change in the spin state from HS to LS. The importance of the intramolecular T-stacking in driving the SCO behavior is proven by comparison with two analogous compounds that lack an aromatic substituent and remain HS down to very low temperatures.

  DOI：

  10.1021/ic200246v
• 作为试剂：
  描述：

  、 mono-6-azido-6-deoxy-per-O-methyl-β-cyclodextrin 在 copper(ll) sulfate pentahydrate 、 L-ascorbic acid sodium salt 、 tris(3-hydroxypropyltriazolylmethyl)amine 作用下， 以 水 为溶剂， 反应 3.0h， 以4.3 mg的产率得到
  参考文献：
  名称：

  Supramolecular intracellular delivery of an anionic porphyrin by octaarginine-conjugated per-O-methyl-β-cyclodextrin

  摘要：

  已经开发出一种便捷高效的方法，用于通过其与携带八精氨酸链的per-O-甲基-β-环糊精的超分子相互作用，将水溶性阴离子卟啉递送到细胞内。

  DOI：

  10.1039/c4cc09042j

文献信息

• POLYMERS
  申请人：Haddleton David M.

  公开号：US20090082224A1

  公开（公告）日：2009-03-26

  The application discloses a process for making a polymer having pendant side groups comprising: (i) polymerising an olefinically unsaturated monomer functionalised with (a) an azide group optionally protected by a protecting group, or (b) an alkyne group optionally protected by a protecting group, by living radical polymerisation, most preferably RAFT, transitional metal mediated living radical polymerisation (TMM-LRP) and/or atom transfer radical polymerisation, to produce a polymer intermediate; (ii) removing, when present, at least a portion of the total number of protecting groups from the polymer intermediate; (iii) reacting the polymer intermediate with at least one pendant side group moiety functionalised with (a) an alkyne group or (b) an azide group respectively so that the alkyne and azide groups react to attach the pendant side group to the polymer. Processes for making supports comprising pendant side groups, and polymers and supports prepared by the method are also disclosed.
• US8197847B2
  申请人：——

  公开号：US8197847B2

  公开（公告）日：2012-06-12