1-(1-adamantyl)-2-(biphenyl-4-yl)aziridine | 87451-11-4

• 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-(1-adamantyl)-2-(biphenyl-4-yl)aziridine
• 英文别名: 1-(1-Adamantyl)-2-(4-phenylphenyl)aziridine
• CAS: 87451-11-4
• 化学式: C₂₄H₂₇N
• 分子量: 329.485
• InChiKey: ZQGDEARLIAUUHK-UHFFFAOYSA-N

物化性质

• 沸点：
  459.1±24.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-二对甲苯基碳二酰亚胺 、 1-(1-adamantyl)-2-(biphenyl-4-yl)aziridine 在 二(氰基苯)二氯化钯 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以40%的产率得到[1-Adamantan-1-yl-4-biphenyl-4-yl-3-p-tolyl-imidazolidin-(2Z)-ylidene]-p-tolyl-amine
  参考文献：
  名称：

  Regiospecific palladium-catalyzed cycloaddition of aziridines and carbodiimides

  摘要：

  Bis(benzonitrile)palladium dichloride is an effective catalyst for the cycloaddition reaction of aziridines with carbodiimides to form imidazolidenimines in 40-94% yields. The process is a regiospecific one, involving cleavage of the more substituted ring carbon-nitrogen bond. An X-ray structure determination of one of the imidazolidinimines, together with spectral and analytical data for the products of all the cycloaddition reactions, provided the basis for the structure assignment.

  DOI：

  10.1021/jo00027a030

文献信息

• Novel Palladium(II)-Catalyzed Cyclization of Aziridines and Sulfur Diimides
  作者：Jin-Ook Baeg、Howard Alper

  DOI：10.1021/ja00083a007

  日期：1994.2

  cyclization reaction of aziridines and sulfur diimides, in toluene, affording imidazolidinethiones in 52-70% yield. Reaction of an aziridine, labels with 13 C at one of the ring carbons, with a sulfur diimide resulted in incorporation of the label at the 2- and 5-positions of the imidazolidinethione. Thiazolidinimine formation results from the palladium(II)-catalyzed reaction of an aziridine with phenyl isothiocyanate

  双（苯甲腈）二氯化钯是氮丙啶和二亚胺硫在甲苯中环化反应的有效催化剂，以 52-70% 的产率得到咪唑烷硫酮。氮丙啶（在环碳之一上带有 13 C 标记）与二亚胺硫的反应导致在咪唑烷硫酮的 2 位和 5 位引入标记。噻唑烷亚胺的形成是由钯 (II) 催化的氮丙啶与异硫氰酸苯酯的反应产生的
• Carbonylative Ring Expansion of Aziridines to β-Lactams with Rhodium-Complexed Dendrimers on a Resin
  作者：Shui-Ming Lu、Howard Alper

  DOI：10.1021/jo030353r

  日期：2004.5.1

  Rhodium-complexed dendrimers, supported on a resin, were evaluated as catalysts for the carbonylative ring expansion reactions of a variety of aziridines with carbon monoxide to give β-lactams. The effects of reaction temperature, solvent, time, and pressure of carbon monoxide on this transformation were also investigated. The dendritic catalysts showed comparable activity to the homogeneous analogue

  负载在树脂上的铑配合物的树枝状大分子被评估为各种氮丙啶与一氧化碳羰基化扩环反应生成β-内酰胺的催化剂。还研究了反应温度，溶剂，时间和一氧化碳压力对该转化的影响。树状催化剂显示出与均相类似物相当的活性。更重要的是，该催化体系可以通过简单的过滤容易地回收并循环使用，而不会显着降低活性。
• Regiospecific metal-catalyzed ring expansion of aziridines to .beta.-lactams
  作者：Howard Alper、Fabio Urso、David J. H. Smith

  DOI：10.1021/ja00360a045

  日期：1983.10

  Carbonylation regiospecifique, catalysee par des complexes de rhodium, d'aziridines en azetidinones-2-

  羰基化区域特异性，催化剂 par des complexes de rhodium, d'aziridines en azetidinones-2-
• Enantiospecific and stereospecific rhodium(I)-catalyzed carbonylation and ring expansion of aziridines. Asymmetric synthesis of .beta.-lactams and the kinetic resolution of aziridines
  作者：Serge Calet、Fabio Urso、Howard Alper

  DOI：10.1021/ja00185a023

  日期：1989.2
• Regiospecific palladium-catalyzed cycloaddition of aziridines and carbodiimides
  作者：Jin Ook Baeg、Howard Alper

  DOI：10.1021/jo00027a030

  日期：1992.1

  Bis(benzonitrile)palladium dichloride is an effective catalyst for the cycloaddition reaction of aziridines with carbodiimides to form imidazolidenimines in 40-94% yields. The process is a regiospecific one, involving cleavage of the more substituted ring carbon-nitrogen bond. An X-ray structure determination of one of the imidazolidinimines, together with spectral and analytical data for the products of all the cycloaddition reactions, provided the basis for the structure assignment.