N,N,N’,N’-tetrabenzylbut-2-yne-1,4-diamine | 145143-14-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N,N’,N’-tetrabenzylbut-2-yne-1,4-diamine
• 英文别名: N,N,N',N'-tetrabenzyl-2-butylyne-1,4-diamine；N1,N1,N4,N4-tetrabenzylbut-2-yne-1,4-diamine；N,N,N',N'-tetrabenzylbut-2-yne-1,4-diamine
• CAS: 145143-14-2
• 化学式: C₃₂H₃₂N₂
• 分子量: 444.619
• InChiKey: OGGGMMKMECLEIF-UHFFFAOYSA-N

物化性质

• 沸点：
  560.1±50.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N,N’,N’-tetrabenzylbut-2-yne-1,4-diamine 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 120.0h， 生成
  参考文献：
  名称：

  Halogen anion-directed helical host chain and the effect of halogen anions on the inclusion property

  摘要：

  In this paper, a series of halogen anion-directed complexes 0.5[CH3OH]center dot 0.5[H2O] < subset of> [L1H2]2+center dot 2[Cl] (crystal 1), 0.5[H2O], {[L1H2]2+}0.5 center dot[Br] (crystal 2), [L2H2]2+center dot 2[Br] (crystal 3), [L1H2]2+center dot 2[] (crystal 4) and 2[L2H2]2+center dot 2[] (crystal 5) were synthesised (L1=diamine N,N,N,N-tetrabenzyl-2-butylyne-1,4-diamine, L2=N,N,N,N-tetra-(p-tertbutylbenzyl)-ethyl-enediamine), in which the halogen anions act as templates, via NH...X (halogen) interactions, generating the helical structures. The choice of anion in this process was shown to be crucial for the successful assembly of the host chains and as well the inclusion property, meanwhile, the conformation of L1 and L2 may also exert an important influence on the formation of helical structures. X-ray structure studies have shown that the ability of the halides to template the formation of the helical host chains follows the order Cl >Br >I.

  DOI：

  10.1080/10610278.2012.741686
• 作为产物：
  描述：

  N,N-dibenzylpropargylamine 在 copper(l) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以37%的产率得到N,N,N’,N’-tetrabenzylbut-2-yne-1,4-diamine
  参考文献：
  名称：

  铜（I）催化的炔丙基胺的脱乙酰基偶联：高效合成对称的1,4-二氨基-2-丁炔

  摘要：

  脱乙酰基偶联：炔丙基胺经过铜催化的脱乙酰基偶联产生对称的1,4-二氨基-2-丁炔。在存在碱的情况下，会发生Glaser型均偶联反应，而在没有碱的情况下，会发生脱乙酰化偶联反应（请参见方案）。

  DOI：

  10.1002/chem.201102710

文献信息

• Preparation of Tremorine and Gemini Surfactant Precursors with Cationic Ethynyl-Bridged Digold Catalysts
  作者：Abdessamad Grirrane、Eleuterio Álvarez、Hermenegildo García、Avelino Corma

  DOI：10.1002/chem.201605269

  日期：2017.2.24

  Acetylide‐bridged cationic digold(I) L1 and L2 complexes were isolated and characterised by means of single‐crystal X‐ray structure analysis and their spectroscopic properties. Iodine in the acetylene reagent deactivates the AuI catalyst by formation of the less active iodido‐bridged cationic digold(I) L1 complex, which was fully characterised by single‐crystal X‐ray crystal structure analysis and spectroscopy

  在一个单锅，三步，双催化A 3偶联反应中合成了Tremorine和Gemini表面活性剂的前体，并通过结构和光谱方法对其进行了表征。阳离子[Au I（L1）] SbF 6络合物与中性L2–和L3–Au I双（三氟甲磺酰基）亚氨酸酯络合物（L1，L2 =布赫瓦尔德型联芳基膦； L3 =三苯膦）相比，具有更高的活性。双A 3乙炔基三甲基硅烷，仲胺（环状，脂肪族或芳香族）与甲醛的偶联。溶剂通过甲硅烷基乙炔的甲硅烷基化或通过卤化物阴离子使催化剂失活而影响催化性能。分离并通过单晶X射线结构分析及其光谱性质对乙炔桥联的阳离子digold（I）L1和L2络合物进行了表征。乙炔试剂中的碘通过形成活性较低的碘代桥联阳离子digdig（I）L1络合物而使Au I催化剂失活，该络合物通过单晶X射线晶体结构分析和光谱学得到充分表征。用作催化剂的金配合物的膦配体的性质会影响所形成的阳离子乙炔基桥联的Au I的稳定性和活性2
• US5151459A
  申请人：——

  公开号：US5151459A

  公开（公告）日：1992-09-29
• Halogen anion-directed helical host chain and the effect of halogen anions on the inclusion property
  作者：Fang Guo、Hong-cui Yu、Lei Li、Fang Xia、Jian Tong、Bao-xin Wang

  DOI：10.1080/10610278.2012.741686

  日期：2013.3.1

  In this paper, a series of halogen anion-directed complexes 0.5[CH3OH]center dot 0.5[H2O] < subset of> [L1H2]2+center dot 2[Cl] (crystal 1), 0.5[H2O], [L1H2]2+}0.5 center dot[Br] (crystal 2), [L2H2]2+center dot 2[Br] (crystal 3), [L1H2]2+center dot 2[] (crystal 4) and 2[L2H2]2+center dot 2[] (crystal 5) were synthesised (L1=diamine N,N,N,N-tetrabenzyl-2-butylyne-1,4-diamine, L2=N,N,N,N-tetra-(p-tertbutylbenzyl)-ethyl-enediamine), in which the halogen anions act as templates, via NH...X (halogen) interactions, generating the helical structures. The choice of anion in this process was shown to be crucial for the successful assembly of the host chains and as well the inclusion property, meanwhile, the conformation of L1 and L2 may also exert an important influence on the formation of helical structures. X-ray structure studies have shown that the ability of the halides to template the formation of the helical host chains follows the order Cl >Br >I.
• Copper(I)-Catalyzed Deacetylenative Coupling of Propargylic Amines: An Efficient Synthesis of Symmetric 1,4-Diamino-2-butynes
  作者：Yongeun Kim、Hiroyuki Nakamura

  DOI：10.1002/chem.201102710

  日期：2011.11.4

  Deacetylenative coupling: Propargylic amines undergo copper‐catalyzed deacetylenative coupling to give the symmetric 1,4‐diamino‐2‐butynes. In the presence of a base, the Glaser‐type homocoupling takes place, whereas in the absence of a base the deacetylenative coupling takes place (see scheme).

  脱乙酰基偶联：炔丙基胺经过铜催化的脱乙酰基偶联产生对称的1,4-二氨基-2-丁炔。在存在碱的情况下，会发生Glaser型均偶联反应，而在没有碱的情况下，会发生脱乙酰化偶联反应（请参见方案）。