N-methyl-2-[4-dimethylamino]phenyl-3,4-fulleropyrrolidine | 174156-69-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: N-methyl-2-[4-dimethylamino]phenyl-3,4-fulleropyrrolidine
• CAS: 174156-69-5
• 化学式: C₇₁H₁₆N₂
• 分子量: 896.921
• InChiKey: HANKBWOYMUMKIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.3
• 重原子数：
  73
• 可旋转键数：
  2
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四(二甲氨基)乙烯 、 N-methyl-2-[4-dimethylamino]phenyl-3,4-fulleropyrrolidine 以 氯苯 为溶剂， 生成
  参考文献：
  名称：

  Linear free-energy relationship for electron-transfer processes of pyrrolidinofullerenes with tetrakis(dimethylamino)ethylene in ground and excited states

  摘要：

  吡咯烷富勒烯基态和激发三重态电子转移过程的系统研究{C60(C3H6N)R [R=H (1), p-C6H4NO2 (2), p-C6H4CHO (3), p-C6H5 (4) )、p-C6H4OMe (5)、p-C6H4NMe2 (6)]} 与四(二甲氨基)乙烯 (TDAE) 的结合已通过可见光近红外区域的稳态和瞬态吸收测量进行。对基态电子转移过程平衡的分析表明，极性溶剂中会产生自由基。通过激光闪光光解对基态电子转移反应的平衡施加扰动，观察到通过 T(C60(C3H6N)R)* 的光诱导电子转移过程。根据热力学数据和动力学数据的关系，可以评估基态的电子转移速率常数（ketG）。与极性溶剂中的平衡常数(K)相比，ketG值受取代基的影响较小； α=0.6 in Δ log ketG=α Δ log K。该α值表明基态中正向电子转移的活化能随(C60(C3H6N)R)-的热力学稳定性适度变化。通过 T(C60(C3H6N)R)* 的电子转移速率常数接近扩散控制极限，由于其高放热过程，没有表现出大的取代基效应 (α'=0)。这种线性自由能关系可以扩展到其他体系，例如T(C60(C3H6N)R)*/N,N-二甲基苯胺，从中可以获得电子转移过程的有价值的信息。

  DOI：

  10.1039/a901837i
• 作为产物：
  描述：

  以 氯苯 为溶剂， 生成 四(二甲氨基)乙烯 、 N-methyl-2-[4-dimethylamino]phenyl-3,4-fulleropyrrolidine
  参考文献：
  名称：

  Linear free-energy relationship for electron-transfer processes of pyrrolidinofullerenes with tetrakis(dimethylamino)ethylene in ground and excited states

  摘要：

  吡咯烷富勒烯基态和激发三重态电子转移过程的系统研究{C60(C3H6N)R [R=H (1), p-C6H4NO2 (2), p-C6H4CHO (3), p-C6H5 (4) )、p-C6H4OMe (5)、p-C6H4NMe2 (6)]} 与四(二甲氨基)乙烯 (TDAE) 的结合已通过可见光近红外区域的稳态和瞬态吸收测量进行。对基态电子转移过程平衡的分析表明，极性溶剂中会产生自由基。通过激光闪光光解对基态电子转移反应的平衡施加扰动，观察到通过 T(C60(C3H6N)R)* 的光诱导电子转移过程。根据热力学数据和动力学数据的关系，可以评估基态的电子转移速率常数（ketG）。与极性溶剂中的平衡常数(K)相比，ketG值受取代基的影响较小； α=0.6 in Δ log ketG=α Δ log K。该α值表明基态中正向电子转移的活化能随(C60(C3H6N)R)-的热力学稳定性适度变化。通过 T(C60(C3H6N)R)* 的电子转移速率常数接近扩散控制极限，由于其高放热过程，没有表现出大的取代基效应 (α'=0)。这种线性自由能关系可以扩展到其他体系，例如T(C60(C3H6N)R)*/N,N-二甲基苯胺，从中可以获得电子转移过程的有价值的信息。

  DOI：

  10.1039/a901837i

文献信息

• 一种富勒烯衍生物微米花及其制备方法
  申请人：黄山学院

  公开号：CN105669530B

  公开（公告）日：2018-10-12

  本发明属于化合物制备技术领域，具体涉及一种富勒烯衍生物微米花，并进一步公开其制备方法。本发明所述制备方法是基于现有技术中已知的表面活性剂协助自组装方法进一步开发而得，本发明所述方法针对性的对N‑甲基‑2‑[4‑二甲基氨基]苯基‑3,4‑富勒烯基吡咯烷四氯化碳溶液与十六烷基三甲基溴化铵异丙醇溶液的搅拌条件进行优化，制备得到的N‑甲基‑2‑[4‑二甲基氨基]苯基‑3,4‑富勒烯基吡咯烷微米花为球形花状结构；所述球形花由相互交叉站立的曲面状微米片组成，所述微米片为单晶态结构，其片长为1‑2μm、片高为1‑2μm、片厚为10‑20nm。
• Synthesis, properties and photodynamic inactivation of Escherichia coli by novel cationic fullerene C60 derivatives
  作者：Mariana B. Spesia、M. Elisa Milanesio、Edgardo N. Durantini

  DOI：10.1016/j.ejmech.2007.06.014

  日期：2008.4

  )fulleropyrrolidinium iodide (DTC(60)(2+)) has been synthesized by 1,3-dipolar cycloaddition using 4-(N,N-dimethylamino) benzaldehyde, N-methylglycine and fullerene C(60). This approach produced an N-methyl-2-(4'-N,N-dimethylaminophenyl)fulleropyrrolidine with 38% yield. Exhaustive methylation of this fullerene derivative with methyl iodide yielded 95% of dicationic DTC(60)(2+). The spectroscopic and

  新型N，N-二甲基-2-（4'-N，N，N-三甲基氨基苯基）全吡咯烷基碘化物（DTC（60）（2+））已通过使用4-（N， N-二甲基氨基）苯甲醛，N-甲基甘氨酸和富勒烯C（60）。该方法以38％的产率产生了N-甲基-2-（4'-N，N-二甲基氨基苯基）全吡咯烷。富勒烯衍生物用甲基碘进行彻底的甲基化反应，得到95％的DTC（60）（2+）。将DTC（60）（2+）的光谱和光动力学性质与不带电荷的N-甲基-2-（4'-乙酰氨基苯基）富吡咯烷（MAC（60））和单阳离子N，N-二甲基- 2-（4'-乙酰氨基苯基）全吡咯烷基碘化物（DAC（60）（+））。指示性DTC（60）（2+）本质上是在不同溶剂的溶液中聚集的，并且作为单体部分溶解在苯/苄基-正十六烷基二甲基氯化铵（BHDC）0.1M /水中（W（0）= 10）反胶束。单峰分子氧O（2）（（1）Delta（g））的生产使用1,3-二苯基异苯
• Solvent-free reactions of fullerenes and N-alkylglycines with and without aldehydes under high-speed vibration milling
  作者：Guan-Wu Wang、Ting-Hu Zhang、Er-Hong Hao、Li-Juan Jiao、Yasujiro Murata、Koichi Komatsu

  DOI：10.1016/s0040-4020(02)01478-3

  日期：2003.1

  The solvent-free reactions of fullerenes and N-alkylglycines with and without aldehydes (RCHO) 2a-e under high-speed vibration milling (HSVM) conditions have been investigated. Fulleropyrrolidines 4a-e (C-60(CH2N(CH3)CHR), R=H (4a), C6H5 (4b), pNO(2)-C6H5 (4c), p-CH3O-C6H4 (4d), p-(CH3)(2)N-C6H4 (4e)) were obtained in moderate yields from reactions of C-60 with aldehydes 2a-e and N-methylglycine (Prato reaction). In all these solvent-free reactions, 4a was found to be formed besides 4b-e, indicating that fullerenes can react with N-substituted glycines in the absence of aldehyde to give fulleropyrrolidines. For this novel reaction, a possible reaction mechanism involving an electron transfer process has been proposed. Intrigued by this observation, the dependence of the yield on the reagent ratio for the reaction of C-60 with paraformaldehyde and/or N-methylglycine was examined to search the optimal conditions. The reaction of C-70 with paraformaldehyde and/or N-methylglycine under HSVM conditions was also studied and was found to give the positional isomers of [70]fulleropyrrolidines. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Linear free-energy relationship for electron-transfer processes of pyrrolidinofullerenes with tetrakis(dimethylamino)ethylene in ground and excited states
  作者：Chuping Luo、Mamoru Fujitsuka、Chun-Hui Huang、Osamu Ito

  DOI：10.1039/a901837i

  日期：——

  Systematic studies of electron-transfer processes in the ground states and excited triplet states of pyrrolidinofullerenes C60(C3H6N)R [R=H (1), p-C6H4NO2 (2), p-C6H4CHO (3), p-C6H5 (4), p-C6H4OMe (5), p-C6H4NMe2 (6)]} with tetrakis(dimethylamino)ethylene (TDAE) have been carried out by steady-state and transient absorption measurements in the visible–NIR region. Analyses of the equilibria of the electron-transfer processes in the ground states indicate that free ion radicals are produced in polar solvents. Photoinduced electron-transfer processes viaT(C60(C3H6N)R)* were observed by applying a perturbation to the equilibria of the electron-transfer reactions in the ground states by laser flash photolysis. Based on the relationship of the thermodynamic data and kinetic data, the electron-transfer rate constants in the ground states (ketG) can be evaluated. The ketG values are affected by the substituents to a smaller extent compared with the equilibrium constants (K) in polar solvents; α=0.6 in Δ log ketG=α Δ log K. This α value indicates that the activation energies of forward electron transfer in the ground states vary moderately with the thermodynamic stabilities of (C60(C3H6N)R)-. Electron-transfer rate constants viaT(C60(C3H6N)R)*, which are close to the diffusion-controlled limit, do not show a large substituent effect (α′=0), because of their highly exothermic processes. Such a linear free-energy relationship can be extended to other systems such as T(C60(C3H6N)R)*/N,N-dimethylaniline, from which valuable information for electron-transfer processes can be obtained.

  吡咯烷富勒烯基态和激发三重态电子转移过程的系统研究C60(C3H6N)R [R=H (1), p-C6H4NO2 (2), p-C6H4CHO (3), p-C6H5 (4) )、p-C6H4OMe (5)、p-C6H4NMe2 (6)]} 与四(二甲氨基)乙烯 (TDAE) 的结合已通过可见光近红外区域的稳态和瞬态吸收测量进行。对基态电子转移过程平衡的分析表明，极性溶剂中会产生自由基。通过激光闪光光解对基态电子转移反应的平衡施加扰动，观察到通过 T(C60(C3H6N)R)* 的光诱导电子转移过程。根据热力学数据和动力学数据的关系，可以评估基态的电子转移速率常数（ketG）。与极性溶剂中的平衡常数(K)相比，ketG值受取代基的影响较小； α=0.6 in Δ log ketG=α Δ log K。该α值表明基态中正向电子转移的活化能随(C60(C3H6N)R)-的热力学稳定性适度变化。通过 T(C60(C3H6N)R)* 的电子转移速率常数接近扩散控制极限，由于其高放热过程，没有表现出大的取代基效应 (α'=0)。这种线性自由能关系可以扩展到其他体系，例如T(C60(C3H6N)R)*/N,N-二甲基苯胺，从中可以获得电子转移过程的有价值的信息。