三(4-甲氧基苯基)甲胺 | 154776-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 中文名称: 三(4-甲氧基苯基)甲胺
• 英文名称: 4,4',4''-trimethoxytritylamine
• 英文别名: 4,4',4"-trimethoxytritylamine；tris(4-methoxylphenyl)methylamine；Tris(4-methoxyphenyl)methanamine
• CAS: 154776-46-2
• 化学式: C₂₂H₂₃NO₃
• 分子量: 349.43
• InChiKey: OWLLFWUMMAKOOE-UHFFFAOYSA-N

物化性质

• 沸点：
  509.0±50.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  三(4-甲氧基苯基)甲胺 在 高氯酸 、 sodium perchlorate 、 水 作用下， 以 乙腈 为溶剂， 生成 4,4’,4’-三甲氧基苯基甲醇
  参考文献：
  名称：

  三苯甲基衍生物在强酸性水性介质中的酸催化水解

  摘要：

  三苯甲基胺和2,2,2-三氟乙基醚及其相应的4-甲氧基，4,4'-二甲氧基和4,4'，4''-三甲氧基取代的类似物的水解动力学（脱氨基或脱醇）在恒定的离子强度下，对高达3.5 mol·dm -3的强酸溶液进行了研究。在所有情况下，酸催化的水解方法已经观察到，具有有限的反应性在[H 3 ö + ] = 0。斯特朗向上弯曲已经观察到ķ OBS与[的HClO 4 ]。根据H R酸度函数和X 0分析这种依赖性过量的酸度标度可以解释过程中所涉及的各种物质（包括水）的浓度和活性之间的差异越来越大，从而观察到的行为，随着水的酸度增加，活度系数与其标准状态值的差异会很大。该分析表明，考虑到离子强度的影响，为弱酸性溶液建议的相同机理模型在更高浓度的酸性介质中有效。这些步骤包括（i）三苯甲基醚的质子化，然后进行C–O键杂解，生成可分离的碳正离子离子醇（离子分子）对，（ii）质子化三苯甲基胺的C–N键杂合，生成

  DOI：

  10.1002/poc.3230
• 作为产物：
  描述：

  tetrafluoro-l⁴-borane, tris(4-methoxyphenyl)methylium salt 在 氨 作用下， 反应 1.0h， 以45%的产率得到三(4-甲氧基苯基)甲胺
  参考文献：
  名称：

  Henderson, Alistair P.; Riseborough, Jane; Bleasdale, Christine, Journal of the Chemical Society. Perkin transactions I, 1997, # 22, p. 3407 - 3413

  摘要：

  DOI：

文献信息

• N, N′ — Ditritylurea and Analogs as Hosts in Crystalline Clathrate Complexes: Synthesis and Selectivity Studies
  作者：Kwok-Keung Daniel Ng、Harold Hart

  DOI：10.1016/0040-4020(95)00432-8

  日期：1995.7

  Of 38 hosts, most of them new, designed on the ‘wheel-and-axle’ model, 24 formed clathrate complexes with small molecules; 95 new host/guest combinations are described (Table 6). Selectivity studies (Table 7) show, in some instances, substantial discrimination between guests with similar structures.

  在38个宿主（其中大多数是新宿主）中，它们是按照“轮轴”模型设计的，其中24个形成了具有小分子的笼形复合物。描述了95种新的主机/来宾组合（表6）。选择性研究（表7）显示，在某些情况下，具有相似结构的客人之间存在明显的区别。
• Unexpected Cyclization of Tritylamines Promoted by Copper Salt through CH and CN Bond Cleavages to Produce Acridine Derivatives
  作者：Ryosuke Morioka、Koji Hirano、Tetsuya Satoh、Masahiro Miura

  DOI：10.1002/chem.201404656

  日期：2014.9.26

  tritylamines undergo an unprecedented copper‐mediated cyclization involving the cleavages of two CH bonds and one CN bond to give 9‐arylacridine derivatives. This kind of acridines is of interest due to their biological properties and their unique optical and electro‐ and photochemical properties. Some of obtained acridine derivatives exhibit intense fluorescence in the solid state.

  在本文中，我们表明，tritylamines经历涉及的两个C劈裂前所未有的铜介导的环化 H键和一种C  N键，得到9- arylacridine衍生物。这种their啶因其生物学特性以及独特的光学，电化学和光化学特性而备受关注。某些获得的a啶衍生物在固态下表现出强烈的荧光。
• Substituent effects upon rates of deamination and base strengths of substituted N-tritylamines
  作者：Moisés Canle L.、Ibrahim Demirtas、Howard Maskill

  DOI：10.1039/b104916j

  日期：——

  Substituted N-tritylamines undergo deamination in aqueous acidic solution containing organic cosolvents, and follow a pseudo first-order specific acid-catalysis rate law (kobs = k0 + kH[H3O+]); the products are the corresponding trityl alcohols in equilibrium with the trityl carbenium ions, and ammonium ions. The change from 4,4′-dimethoxy- to 4,4′,4″-trimethoxy-tritylamine increases reactivity by a factor of about 30 in both k0 and kH, but N-alkyl and N-aryl groups have much greater effects (ca. 106 for both k0 and kH for 4,4′-dimethoxytritylamine) which are largely independent of the nature of the N-alkyl and N-aryl groups. The anions of the catalytic strong acids (perchlorate, chloride, bromide, and nitrate) have only small effects as also does the concentration of acetonitrile as cosolvent; ethanoic acid as cosolvent is mildly rate-enhancing. Substituents in the aniline residue of N-(4,4′-dimethoxytrityl)anilines have virtually no effect upon either k0 or kH (ρ = 0 for both). The results are interpreted by a mechanism involving a pre-equilibrium heterolysis of the (substituted) tritylammonium ion to give an ion–molecule pair which may undergo diffusional or acid-catalysed dissociation before the (substituted) trityl cation undergoes equilibrium nucleophilic capture by water. Base strengths of some substituted N-tritylamines have been measured; the substituted N-trityl group causes all amines (aliphatic and aromatic) to be comparably strongly basic (pKBH+ca. 9).

  替代的N-三苯基胺在含有有机共溶剂的酸性水溶液中发生脱氨反应，并遵循伪一级的特定酸催化速率定律（kobs = k0 + kH[H3O+]); 产生的产物是相应的三苯基醇，与三苯基阳离子和铵离子处于平衡状态。从4,4′-二甲氧基到4,4′,4″-三甲氧基三苯基胺的变化使反应性增加了大约30倍，在k0和kH中都是如此，但N-烷基和N-芳基取代基对反应性的影响更大（对于4,4′-二甲氧基三苯基胺，k0和kH的影响约为106），且这些影响在很大程度上独立于N-烷基和N-芳基取代基的性质。催化强酸的阴离子（高氯酸盐、氯离子、溴离子和硝酸盐）对反应的影响很小，乙腈作为共溶剂的浓度也没有显著影响；乙酸作为共溶剂略微增强了反应速率。在N-(4,4′-二甲氧基三苯基)苯胺的苯胺残基上的取代基对k0或kH几乎没有影响（ρ = 0）。这些结果通过一种机制进行了解释，该机制涉及（替代的）三苯基铵离子的前平衡异裂，形成一个离子-分子对，该对可能在（替代的）三苯基阳离子通过水进行平衡亲核捕获之前，发生扩散性或酸催化解离。一些替代的N-三苯基胺的碱性已被测量；替代的N-三苯基基团使所有胺（包括脂肪族和芳香族）具有相似的强碱性（pKBH+约为9）。
• POLYROTAXANE HAVING MAIN CHAIN BACKBONE ESSENTIALLY COMPOSED OF -Si-O- AND METHOD FOR PRODUCING THE SAME, AND CROSSLINKED POLYROTAXANE OBTAINED BY CROSSLINKING THE POLYROTAXANE AND METHOD FOR PRODUCING THE SAME
  申请人：The University of Tokyo

  公开号：EP2159250A1

  公开（公告）日：2010-03-03

  Disclosed are a novel polyrotaxane having a main chain backbone essentially composed of -Si-O-, and a method for producing such a novel polyrotaxane. Also disclosed are a polyrotaxane having stretchability and/or viscoelasticity, while exhibiting oxygen permeability, heat resistance, chemical resistance, environmental resistance and/or durability, and a method for producing such a polyrotaxane. Further disclosed are a crosslinked polyrotaxane obtained by crosslinking the polyrotaxane with another polymer and/or polyrotaxane through a chemical bond, and a method for producing such a crosslinked polyrotaxane. Specifically disclosed is a polyrotaxane obtained by arranging blocking groups on both ends of a pseudopolyrotaxane, wherein a linear molecule passes through the open portion of a circular molecule in a skewering manner, for preventing elimination of the circular molecule from the linear molecule. In this polyrotaxane, the linear molecule has a main chain backbone essentially composed of -Si-O-.

  公开了一种主链骨架基本上由-Si-O-组成的新型聚罗他赛烷，以及生产这种新型聚罗他赛烷的方法。还公开了一种具有拉伸性和/或粘弹性，同时具有透氧性、耐热性、耐化学性、耐环境性和/或耐久性的聚罗他赛烷，以及生产这种聚罗他赛烷的方法。进一步公开的是通过化学键将聚碳酸酯与另一种聚合物和/或聚碳酸酯交联而得到的交联聚碳酸酯，以及生产这种交联聚碳酸酯的方法。具体而言，公开了一种通过在假聚二十六烷的两端排列封端基团而获得的聚二十六烷，其中线性分子以斜向方式穿过圆形分子的开口部分，以防止圆形分子从线性分子中消除。在这种聚交烷中，线性分子的主链骨架基本上由-Si-O-组成。
• 10.1021/acs.orglett.4c02441
  作者：Wang, Yakun、Wang, Yingying、Du, Xiaoyu、Zheng, Kaiting、Zhai, Shuman、Bai, Suping、Fang, Lizhen、Zhang, Tao

  DOI：10.1021/acs.orglett.4c02441

  日期：——

  alkylation of 4-substituted pyrazolones catalyzed by phase-transfer catalysis. Cheap halohydrocarbons were employed as electrophilic alkylationg agents, and propargyl, allyl, and benzyl products with all-carbon quaternary stereocenters were afforded with excellent enantioselectivities and good yields. We found that the unique structures of the catalyst (hydrogen bond donors of the C-9 hydroxyl group and

  在本文中，我们开发了相转移催化催化的4-取代吡唑啉酮的高度对映选择性烷基化。采用廉价的卤代烃作为亲电烷基化剂，得到具有全碳季立体中心的炔丙基、烯丙基和苄基产物，具有优异的对映选择性和良好的产率。我们发现催化剂的独特结构（C-9 羟基和酰胺基的氢键供体、 NH位的三苯基）对于良好的对映选择性非常重要。此外，手性炔丙基产物可以通过点击环加成轻松地与叠氮分子连接，这为获得结构多样的手性吡唑啉酮提供了独特的机会。