[NHMe2Ph][B(C6H3Cl2)4] | 1356843-21-4

• 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: [NHMe2Ph][B(C6H3Cl2)4]
• CAS: 1356843-21-4
• 化学式: C₈H₁₁N*C₂₄H₁₂BCl₈*H
• 分子量: 716.984
• InChiKey: DRYRKIKLACKTRE-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  10.16
• 重原子数：
  42.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  Ga(η1-allyl)3(THF) 、 [NHMe2Ph][B(C6H3Cl2)4] 以 四氢呋喃 为溶剂， 以97%的产率得到[Ga(η1-allyl)2(THF)2][B(C6H3Cl2)4]
  参考文献：
  名称：

  Bis(allyl)gallium Cation, Tris(allyl)gallium, and Tetrakis(allyl)gallate: Synthesis, Characterization, and Reactivity

  摘要：

  A series of cationic, neutral, and anionic allylgallium complexes has been isolated and fully characterized. It includes neutral [Ga(eta(1)-C3H5)(3)(L)] (1, L = THF; 2, L = OPPh3), cationic [Ga(eta(1)-C3H5)(2)(THF)(2)](+)[A](-) (3, [A](-) = [B(C6F5)(4)]; 4, [A]- = [B(C6H3Cl2)(4)](-)), as well as anionic [Cat](+)[Ga(eta(1)-C3H5)(4)](-) (5, [Cat](+) = K+; 6, [Cat](+) = [K(dibenzo-18-c-6](+); 7, [Cat](+) = [PPh4](+)). Binding modes of the allyl ligand in solution and in the solid state have been studied comparatively. Single crystal X-ray analyses revealed a fourcoordinate neutral gallium center in 2, a five-coordinate cationic gallium center in 4 and [4.THF], and a four-coordinate anionic gallium center with a bridging mu(2)-eta(1):eta(2) coordination mode of the allyl ligand in 6. The reactivity of this series of allylgallium complexes toward benzophenone and N-heteroaromatics has been investigated. Counterion effects have also been studied. Reactions of 1 and 5 with isoquinoline revealed the first examples of organogallium complexes reacting under 1,2-insertion with pyridine derivatives.

  DOI：

  10.1021/ic202293t
• 作为产物：
  描述：

  N,N-二甲基苯胺盐酸 、 sodium tetrakis(3,5-dichlorophenyl)borate 以 二氯甲烷 为溶剂， 以95 %的产率得到[NHMe2Ph][B(C6H3Cl2)4]
  参考文献：
  名称：

  H₂O ⋅ B(C₆F₅)₃‐Catalyzed para‐Alkylation of Anilines with Alkenes Applied to Late‐Stage Functionalization of Non‐Steroidal Anti‐Inflammatory Drugs

  摘要：

  摘要 苯胺是多种重要分子（包括药物、材料和农用化学品）的核心基团。我们报告了一种简单易行的方法，可通过对位 C-H 烷基化进入苯胺的新化学空间。该方法利用市场上可买到的催化 H2O⋅B(C6F5)3 对苯胺的对位-C-烷基化（优于 N-烷基化和正交-C-烷基化）具有高度选择性，在苯胺底物和烯烃偶联剂方面都有广泛的应用范围。该方法使用了现成的烯烃，并首次使用了新类别的烯烃。由于反应条件温和，该方法可用于非甾体抗炎药（NSAID）的后期功能化，包括非那西酸和双氯芬酸。与母体非甾体抗炎药结构相比，所形成的新型非甾体抗炎药衍生物具有更好的抗炎特性。

  DOI：

  10.1002/chem.202303130

文献信息

• The Bis(allyl)bismuth Cation: A Reagent for Direct Allyl Transfer by Lewis Acid Activation and Controlled Radical Polymerization
  作者：Crispin Lichtenberg、Fangfang Pan、Thomas P. Spaniol、Ulli Englert、Jun Okuda

  DOI：10.1002/anie.201206782

  日期：2012.12.21

  A positive effect: The bis(allyl)bismuth cation (see picture) in [Bi(C3H5)2(thf)2][B(C6H3Cl2)4] is superior to neutral tris(allyl)bismuth in the additive‐free allylation of unsaturated C‐heteroatom functionalities and the controlled living radical polymerization of activated olefins.

  积极作用：[Bi（C 3 H 5）2（thf）2 ] [B（C 6 H 3 Cl 2）4 ]中的双（烯丙基）铋阳离子（见图）优于中性三（烯丙基）铋参与不饱和C杂原子官能团的无添加剂烯丙基化反应和活性烯烃的受控活性自由基聚合。