[(Me2N)3S][1-(mesityl)2B-(μ2-F)-8-((3,5,N,N-tetramethylaniline(-H))Hg)C10H6] | 944828-89-1

• 英文名称: [(Me2N)3S][1-(mesityl)2B-(μ2-F)-8-((3,5,N,N-tetramethylaniline(-H))Hg)C10H6]
• CAS: 944828-89-1
• 化学式: C₆H₁₈N₃S*C₃₈H₄₂BFHgN
• 分子量: 907.453
• InChiKey: SJWFNSMUEGSZKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  HgCl(3,5,N,N-tetramethylaniline(-H)) 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 [(Me2N)3S][1-(mesityl)2B-(μ2-F)-8-((3,5,N,N-tetramethylaniline(-H))Hg)C10H6]
  参考文献：
  名称：

  Synthesis and Properties of a Cationic Bidentate Lewis Acid

  摘要：

  As part of our efforts to increase the fluoride affinity of bidentate Lewis acids, we have set out to determine if the F- anion chelation occurring in such systems can be complemented by favorable Coulombic attractions. To explore this idea, the neutral B/Hg bidentate Lewis acid 1-{MeS2B}-8-{(2,6-Me-2-4-Me2NC6H2)Hg}C10H6 (3) and its cationic analogue [1-{MeS2B}-8-{(2,6-Me-2-4-Me3NC6H2)Hg}C10H6](+) ([4](+)) have been synthesized and studied. Compound 3 as well as the triflate salt of [4](+) react with [S(NMe2)(3)][Me3SiF2] to afford the corresponding fluoride complexes [3-mu(2)-F](-) and [4-mu(2)-F]. Spectroscopic and structural studies confirm that the F- anion bridges the two Lewis acidic centers in both [3-mu(2)-F](-) and [4-mu(2)-F]. UV-vis fitration experiments carried out in tetrahydrofuran/water (9/1, v/v) mixtures indicate that the fluoride binding constants of 3 and [4]+ are clearly differentiated and are equal to 1.3 (+/- 0.1) X 10(2) M-1 and 6.2 (+/- 0.2) x 10(4) M-1, respectively. The enhanced fluoride binding constant of [4](+), when compared to 3, confirms that the chelate effect occurring in these types of fluoride receptors can be combined with favorable Coulombic attractions to strengthen the host-guest interaction. Cation [4]+ remains highly selective for F- over other environmentally abundant anions including Cl-, Br-, NO3-, H2PO4-, and HSO4- and shows only a weak response to OAc-. Finally, the addition of an aqueous solution of Al3+ to a solution containing [4-mu(2)-F] leads to complete regeneration of [4](+), showing that F- binding is reversible.

  DOI：

  10.1021/ic700360a