acridinium tetrafluoroborate | 71721-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: acridinium tetrafluoroborate
• 英文别名: AcrH[BF4]；Acridin-10-ium;tetrafluoroborate
• CAS: 71721-62-5
• 化学式: BF₄*C₁₃H₁₀N
• 分子量: 267.034
• InChiKey: DGQDPPMIFUGFCH-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  14.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 acridinium tetrafluoroborate 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 乙腈 为溶剂， 以50%的产率得到10-Methylacridinium tetrafluoroborate
  参考文献：
  名称：

  An efficient protocol for the preparation of pyridinium and imidazolium salts based on the Mitsunobu reaction

  摘要：

  We report herein that, in the absence of any nucleophilic counterions, tertiary nitrogen nucleophiles such as pyridines and imidazoles can be alkylated with alcohols, by simply using their ammonium form as the acidic component of the Mitsunobu reaction. This led to efficient preparation of ionic liquids under mild conditions, avoiding the usual anion exchange step. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.03.146

文献信息

• Studies on the structure and conduction mechanism of (Acrd)[Au(mnt)₂]_2.7and (Phenz)[Au(mnt)₂]₃molecular single crystals
  作者：Hafiz Rashad Hafiz

  DOI：10.1002/pssa.200421425

  日期：2006.4

  acridinium (Acrd) and phenazinium (Phenz) molecular conductors with a single anion of maleonitriledithiolato aurate (Au(mnt)2) were obtained by electrochemical crystallization. The Acrd single crystal was found to have a non-stoichiometric composition donor (D):acceptor (A) = 1:2.7, whereas the Phenz single crystal was found to have a stoichiometric composition D:A = 1:3. Crystal structure analysis revealed

  通过电化学结晶获得了两个准一维吖啶鎓(Acrd) 和吩嗪鎓(Phnz) 分子导体，其具有单阴离子马来腈二硫醇基金酸盐(Au(mnt)2)。发现 Acrd 单晶具有非化学计量组成供体 (D): 受体 (A) = 1:2.7，而发现 Phenz 单晶具有化学计量组成 D:A = 1:3。晶体结构分析表明，前者为单斜晶格，a=9.26，b=7.63，c=27.76，β=104.8，Z=2，后者为单斜晶格，a=17.06，b=14.46，c= 28.30，β = 108.3，Z = 6。由于卫星反射的出现表明正弦调制结构，假设 Acrd 自由基与阴离子亚晶格形成交替堆叠。验证了Phenz单晶采用阴离子亚晶格无序的阳离子堆叠。结果得到 FTIR 光谱和循环伏安法测量的支持。发现 Phenz 晶体的室温直流电导率比 Acrd 晶体高约两个数量级。为 Phenz 晶体提出了准一维传导机制，但传统的最近邻跳跃机制被证明最能描述
• Synthesis and Characterization of [Acridinium][Ni(dmit)₂]₃ and [Phenazinium][Ni(dmit)₂]₃ (dmit = 2-Thioxo-1,3-dithiole-4,5-dithiolate)
  作者：Yvonne S. J. Veldhuizen、Wilberth J. J. Smeets、Nora Veldman、Anthony L. Spek、Christophe Faulmann、Pascale Auban-Senzier、Denis Jérome、Peter M. Paulus、Jaap G. Haasnoot、Jan Reedijk

  DOI：10.1021/ic970347b

  日期：1997.10.1

  Electro-oxidation of a solution of [AcrH][Ni(dmit)(2)] (AcrH = acridinium; dmit = 2-thioxo-1,3-dithiole-4,5-dithiolate) yields black crystals of [AcrH][Ni(dmit)(2)](3) (1). Black crystals of [PheH][Ni(dmit)(2)](3) (2) (PheH = phenazinium) are obtained by slow interdiffusion of solutions of PheHBF(4) and [Bu4N][Ni(dmit)(2)]. Crystals of 1 are monoclinic, of space group C2/c, with a = 39.124(3) Angstrom, b = 6.4777(5) Angstrom, c = 20.621(1) Angstrom, beta = 110.55(1)degrees, and Z = 4. Crystals of 2 are triclinic, of space group P (1) over bar, with a = 5.7795(6) Angstrom, b = 12.056(1) Angstrom, c = 19.041(1) Angstrom, alpha = 71.98(1)degrees, beta = 89.47(1)degrees, gamma = 77.99(1)degrees, and Z = 1. The crystal structures of the two compounds are very different. In compound 2, regular stacks of slightly dimerized Ni(dmit)(2) units are found and short S ... S interactions are found in two dimensions. Compound 1, however, shows stacks built from trimers of Ni(dmit)(2) units, which are rotated 30 degrees toward each other, forming a ''spanning overlapping mode''. Short S ... S interactions are found in all three dimensions. Compound 1 shows a room-temperature conductivity of 45 S.cm(-1) and metallic conductivity behavior from room temperature down to 0.4 K. No superconductivity is observed at high pressures of 8 and 13 kbar. Compound 2 shows a room-temperature conductivity of 4 S.cm(-1) and semimetallic conductivity behavior from room temperature down to 100 K. The measured conductivity behaviors are in good agreement with the results obtained from band-structure calculations according to a tight-binding model and including Coulomb repulsion.