1-[3-(1,1-dimethylethyl)-5-ethynylphenyl]-3,3-diethyltriaz-1-ene | 253149-93-8

• 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: 1-[3-(1,1-dimethylethyl)-5-ethynylphenyl]-3,3-diethyltriaz-1-ene
• 英文别名: 1-[3-(1,1-dimethylethyl)-5-ethynylphenyl]-3,3-diethyl-1-triazene；N-[(3-tert-butyl-5-ethynylphenyl)diazenyl]-N-ethylethanamine
• CAS: 253149-93-8
• 化学式: C₁₆H₂₃N₃
• 分子量: 257.379
• InChiKey: RLHAERPGTWMMIX-UHFFFAOYSA-N

物化性质

• 熔点：
  45-46 °C
• 沸点：
  355.8±52.0 °C(Predicted)
• 密度：
  0.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[3-(1,1-dimethylethyl)-5-ethynylphenyl]-3,3-diethyltriaz-1-ene 在 copper(l) iodide 、 Pb(dba)2 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Geometrically-Controlled and Site-Specifically-Functionalized Phenylacetylene Macrocycles

  摘要：

  A convergent, stepwise synthesis of linear phenylacetylene sequences (PASs) is described. The methodology allows for complete control over chain length, sequence order of monomers, and functional group placement. Chain growth follows geometric progression thus allowing sequences of length 2(n), where n is the number of repetitive cycles, to be assembled in a total of just 3.n steps (two deprotections and one coupling for each cycle). Sequences of length other than 2(n) as well as sequences having a particular arrangement of co-monomer units, can also be realized by merging parallel repetitive cycles. Upon deprotection of the termini, these PASs can be cyclized to phenylacetylene macrocycles (PAMs) in high yield. Control over the ring structure of PAMs is determined by the chemistry of precursor PASs; the size of the macrocycle is related to the sequence length, while the geometry of the macrocycle and the position of the pendant functional groups on the macrocycle is governed by co-monomer sequence order. PAMs with four, five, six, seven, and twelve phenylacetylene monomer units, as well as a variety of site-specifically-functionalized PAMs, have been synthesized with this method. Finally, functional group transformations have been performed on some of the PAMs which lead to PAMs with new functionality. The versatile and efficient approach to this family of geometrically well-defined macrocycles offers potential for producing st set of modular building blocks to rationally assemble molecular crystals and liquid crystals. For this reason, the solid-state characteristics of the hydrocarbon skeletons are of interest. In spite of their solubility in common solvents, hydrocarbon PAMs are shown to yield crystals with remarkable thermal stability and high melting points. Three PAM hydrocarbons are shown not to exhibit melting transitions up to ca 400 degrees C, at which point an abrupt thermal irreversible reaction occurs, apparently involving a solid-state polymerization of the acetylene units.

  DOI：

  10.1021/ja00089a012
• 作为产物：
  描述：

  1-[3-(1,1-dimethylethyl)-5-[(trimethylsilyl)ethynyl]phenyl]-3,3-diethyl-1-triazene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以87%的产率得到1-[3-(1,1-dimethylethyl)-5-ethynylphenyl]-3,3-diethyltriaz-1-ene
  参考文献：
  名称：

  大环卟啉六聚体和星形卟啉阵列之间的超分子组装。

  摘要：

  八个新的星形D（3）对称阵列的合成，其中三个15-（吡啶-4-基）卟啉亚基通过由共线重复的连接子连接到苯核的1、3和5位苯乙炔基单元已使用Pd（0）催化的偶联反应进行。通过相同的步骤，获得了类似的10-（4-吡啶基-基）卟啉六聚体，其中苯核的所有位置均被取代。同样，详细描述了适当大小的环状卟啉六聚物的制备，其中所有六个或至少三个交替的卟啉环均与Zn（II）离子络合。在解决方案中，这种环状卟啉六聚体与星形聚卟啉形成超分子组装，其中星形聚卟啉通过顶端吡啶环与Zn（II）离子的配位而保持在大环的内部。所建议的结构由（1）H NMR光谱和MALDI-TOF质谱测量支持。它们与相应的超分子的结合常数的高值一致，其范围在K = 1.1 x 10（10）和1.4 x10（9）M（-1）之间。

  DOI：

  10.1021/jo0015523

文献信息

• One-Step Template-Directed Synthesis of a Macrocyclic Tetraarylporphyrin Hexamer Based on Supramolecular Interactions with a <i>C</i>₃-Symmetric Tetraarylporphyrin Trimer
  作者：Simona Rucareanu、Anne Schuwey、Albert Gossauer

  DOI：10.1021/ja057117d

  日期：2006.3.1

  bearing pyridine rings at the apical positions has been designed with the aim to use the latter as a template for the synthesis of its own host. Indeed, in the presence of the porphyrin trimer 5, the yield of the cyclization of a linear porphyrin hexamer, as a precursor of 1, could be improved from 8 to 30% (variable yield) to 50% (reproducible yield). Even the condensation of equimolecular amounts of porphyrin

  考虑到大环六卟啉 1 作为主体分子的模型几何形状，设计了在顶端带有吡啶环的以苯为中心的卟啉三聚体的结构，目的是将后者作为合成其的模板。自己的主机。事实上，在卟啉三聚体 5 的存在下，作为 1 前体的线性卟啉六聚体环化的产率可以从 8% 到 30%（可变产率）提高​​到 50%（可重现产率）。甚至等分子量的卟啉单体 20b 和 21b 在 5 存在下的缩合——可能是通过后者和 Zn(II) 螯合物 20b 之间松散的预组织复合物——在从 19 开始的五个步骤中形成 1 ，与在没有模板的情况下通过线性卟啉六聚体合成的 13 个步骤相比。正如对 5 和 1b 类似物之间的超分子复合物的 1H NMR 光谱分析所证明的那样，其中吡咯环上的所有 H 原子都被氘取代，在未标记的 1b 存在下，宿主和形成超分子复合物的客体分子即使在低温（-40 摄氏度）下也会发生。在 55 摄氏度时，复杂 1b + 5