31,59-Dimethyl-31,59-diazatritriacontacyclo[10.7.7.74,8.77,24.313,15.317,19.320,22.23,6.29,11.210,26.014,25.016,23.018,21.750,51.22,39.134,37.144,45.05,47.027,33.028,35.029,33.029,36.038,62.040,55.041,42.043,56.046,49.048,52.050,57.053,65.054,64.057,63.061,66]hexahexaconta-1,3,5,7,9,11(45),12(26),13,15,17(41),18,20,22,24,27,34,36,38(62),39,42,44(63),46(49),47,51,53(65),54(64),55,61(66)-octacosaene | 177726-23-7

• 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: 31,59-Dimethyl-31,59-diazatritriacontacyclo[10.7.7.74,8.77,24.313,15.317,19.320,22.23,6.29,11.210,26.014,25.016,23.018,21.750,51.22,39.134,37.144,45.05,47.027,33.028,35.029,33.029,36.038,62.040,55.041,42.043,56.046,49.048,52.050,57.053,65.054,64.057,63.061,66]hexahexaconta-1,3,5,7,9,11(45),12(26),13,15,17(41),18,20,22,24,27,34,36,38(62),39,42,44(63),46(49),47,51,53(65),54(64),55,61(66)-octacosaene
• CAS: 177726-23-7
• 化学式: C₆₆H₁₄N₂
• 分子量: 834.851
• InChiKey: HVKWOZBBVBXVNS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  68
• 可旋转键数：
  0
• 环数：
  34.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  31,59-Dimethyl-31,59-diazatritriacontacyclo[10.7.7.74,8.77,24.313,15.317,19.320,22.23,6.29,11.210,26.014,25.016,23.018,21.750,51.22,39.134,37.144,45.05,47.027,33.028,35.029,33.029,36.038,62.040,55.041,42.043,56.046,49.048,52.050,57.053,65.054,64.057,63.061,66]hexahexaconta-1,3,5,7,9,11(45),12(26),13,15,17(41),18,20,22,24,27,34,36,38(62),39,42,44(63),46(49),47,51,53(65),54(64),55,61(66)-octacosaene 、 γ-环糊精 在 sodium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective Recognition of [60]Fullerene Bisadducts by Cyclodextrin: Kinetic Control of a Mechanochemical High-speed Vibration Milling Process

  摘要：

  通过在机械化学高速振动研磨（HSVM）装置中与γ-环糊精（γ-CDx）络合，然后加入二甲基亚砜（DMSO）进行解络合，分离了一些富勒烯双加合物的对映体。HSVM 处理通常用于药物制备，研究发现它不是受热力学控制，而是受动力学控制。

  DOI：

  10.1246/cl.130515
• 作为产物：
  描述：

  聚合甲醛 、 肌氨酸 、 足球烯 以 甲苯 为溶剂， 生成 trans-3-C₆₀-bis(N-methylpyrrolidine) 、 、 31,59-Dimethyl-31,59-diazatritriacontacyclo[10.7.7.74,8.77,24.313,15.317,19.320,22.23,6.29,11.210,26.014,25.016,23.018,21.750,51.22,39.134,37.144,45.05,47.027,33.028,35.029,33.029,36.038,62.040,55.041,42.043,56.046,49.048,52.050,57.053,65.054,64.057,63.061,66]hexahexaconta-1,3,5,7,9,11(45),12(26),13,15,17(41),18,20,22,24,27,34,36,38(62),39,42,44(63),46(49),47,51,53(65),54(64),55,61(66)-octacosaene
  参考文献：
  名称：

  ANTIBACTERIAL AGENT AND ANTICANCER AGENT

  摘要：

  一种新型抗微生物和抗癌剂，其作为活性成分包含具有高抗微生物活性和抗癌活性的富勒烯衍生物，其中所述抗微生物剂或抗癌剂的活性成分包括有一个有机键结构，该结构由以下公式表示：（其中A和B表示相邻键合的碳原子，R1和R2相同或不同，表示可能具有取代基的碳氢基团，R3和R4相同或不同，表示氢原子或可能具有取代基的碳氢基团，X表示阴离子），附着于富勒烯的构成碳簇骨架的相邻键合碳原子对的多个对。

  公开号：

  EP1611889A1

文献信息

• Macromolecular Helicity Induction on a Poly(phenylacetylene) with <i>C</i>₂-Symmetric Chiral [60]Fullerene-Bisadducts
  作者：Tatsuya Nishimura、Kayo Tsuchiya、Sousuke Ohsawa、Katsuhiro Maeda、Eiji Yashima、Yosuke Nakamura、Jun Nishimura

  DOI：10.1021/ja046633l

  日期：2004.9.1

  Three chiral N-methylfulleropyrrolidine bisadducts were prepared, isolated, and completely resolved into each enantiomer using a chiral HPLC column, which were then converted to the corresponding optically active, cationic C(60)-bisadducts to investigate if they could act as a macromolecular helicity inducer in a poly(phenylacetylene) bearing an anionic monoethyl phosphonate pendant (poly-1) in aqueous

  制备、分离三种手性 N-甲基富勒咯烷双加合物，并使用手性 HPLC 柱将其完全拆分为每种对映异构体，然后将其转化为相应的光学活性阳离子 C(60)-双加合物，以研究它们是否可以作为大分子螺旋聚（苯乙炔）中的诱导剂，在水溶液中带有阴离子膦酸单乙酯挂件（poly-1）。在与手性 C(60)-双加合物络合后，只有反式 3 双加合物在二甲基亚砜-水混合物中聚合物骨架的紫外-可见区域表现出特征诱导圆二色性 (ICD)，因为主要是单手的poly-1 的螺旋形成，而 trans-2 和 cis-3 双加合物在同一区域几乎没有诱导明显的 CD。
• Use of Transient EPR Spectroscopy of Excited Triplet State for the Structural Assignment of Bisadducts of Fullerene C₆₀
  作者：Luigi Pasimeni、Andreas Hirsch、Iris Lamparth、Andrea Herzog、Michele Maggini、Maurizio Prato、Carlo Corvaja、Gianfranco Scorrano

  DOI：10.1021/ja9709583

  日期：1997.12.1

  Transient EPR spectroscopy has been applied to measure the spectra of excited triplet states in two series of fullerene bisadducts. Eight different bisadducts of C60 with bis(ethoxycarbonyl)methylene and five bis-N-methylpyrrolidines have been analyzed. The D and E parameters of electron dipolar interaction and the populations of the zero field triplet sublevels, accounting for spin polarization, have

  瞬态 EPR 光谱已被用于测量两个系列富勒烯双加合物中激发三重态的光谱。已分析了 C60 与双（乙氧基羰基）亚甲基和五种双-N-甲基吡咯烷的八种不同双加合物。电子偶极相互作用的 D 和 E 参数以及说明自旋极化的零场三线态子能级的数量已通过光谱模拟确定。对于每个双加合物，它们看起来都很奇特。结果表明，三重 EPR 技术代表了一种有用的光谱工具，可以对 C60 的双加合物进行结构分配。
• Preparation and Characterization of Six Bis(<i>N</i>-methylpyrrolidine)−C₆₀ Isomers:  Magnetic Deshielding in Isomeric Bisadducts of C₆₀
  作者：Qing Lu、David I. Schuster、Stephen R. Wilson

  DOI：10.1021/jo960466t

  日期：1996.1.1

  A series of isomers of bis(N-methylpyrrolidine)-C(60) 2 (Prato bisadducts) was prepared by the 1,3-dipolar cycloaddition of N-methylazomethine ylide to C(60). Six isomers were separated and characterized by ESI-MS, UV/vis, and (1)H and (13)C NMR spectroscopy. The structures of these bisadducts were assigned based on (1) comparison of their molecular symmetries with their (1)H and (13)C NMR spectra

  通过将N-甲基偶氮甲叉基内酯的1，3-偶极环加成到C（60）上，制备了一系列双（N-甲基吡咯烷）-C（60）2的异构体（普拉托双加合物）。分离了六个异构体，并通过ESI-MS，UV / vis和（1）H和（13）C NMR光谱进行了表征。这些双加合物的结构是根据（1）比较其分子对称性与（1）H和（13）C NMR光谱，（2）将其UV / vis光谱与相应的Bingel-Hirsch双加合物的结构， （3）亚甲基和N-甲基（1）H NMR共振的脱保护顺序。普拉托（Brato）双加成比对C（60）的Bingel-Hirsch双加成具有较低的化学选择性。
• Isolation and Characterization of Nine Tris-adducts of <i>N</i>-Methylfulleropyrrolidine Derivatives
  作者：Silvia Marchesan、Tatiana Da Ros、Maurizio Prato

  DOI：10.1021/jo050417t

  日期：2005.6.1

  We report the isolation and characterization of bis- and tris-adducts of fulleropyrrolidine derivatives. First, all eight N-methyl regioisomers with two addends on the C-60 sphere have been isolated; second, C-60 was used as starting material for the synthesis of tris-adducts, and the products formed in detectable quantities have been isolated and characterized. Third, the same compounds were obtained by introducing the third addend on each previously isolated bis-derivative: this approach facilitated the assignment of the relative geometry through chromatographic comparison of the diverse reaction mixtures. Finally, the obtained tris-adducts have been characterized by means of ES-MS, UV-vis, H-1 NMR, as well as comparison with UV spectra and elution order of Bingel and Diels-Alder tris-adducts described in the literature.
• Probing the Electron-Accepting Reactivity of Isomeric Bis(pyrrolidinium) Fullerene Salts in Aqueous Solutions
  作者：Dirk M. Guldi

  DOI：10.1021/jp9933931

  日期：2000.2.1

  Series of water-soluble isomer bis(pyrrolidinium) salts, with C-60(C4H10N+)(2) as cationic moiety (2a-2d), were probed in radical- and light-induced reduction studies and compared to bis(carboxylates) C-60[C(COO-)(2)](2) and to gamma-CD-encapsulated C-60 Pulse radiolytic reduction of 2a-2d with hydrated electrons and (CH3)(2). COH radicals leads to the formation of the fullerene pi-radical anion, exhibiting fingerprint absorption characteristics in the near-IR region. Because of the electron-withdrawing nature of the pyrrolidinium groups the electron-acceptor properties of the investigated bis(pyrrolidinium) salts are markedly improved relative to the bis(carboxylates) (C-60[C(COO-)(2)](2)) and also relative to C-60. For example, the rate constants for the fullerene reduction of 2a-2d with hydrated electrons ((0.88-2.2) x 10(10) M-1 s(-1)) and (CH3)(2). COH radicals ((4.7-7.1) x 10(8) M-1 s(-1)) are clearly faster than those noted for C-60[C(COO-)(2)](2) (e(aq)(-): (0.19-0.34) x 10(10) M-1 s(-1); (CH3)(2). COH: (0.9-2.2) x 10(8) M-1 s(-1)), and C-60 (e(aq)(-): 1.8 x 10(10) M-1 s(-1); (CH3)(2). COH: 2.7 x 10(8) M-1 s-'). Photolysis of 2a-2d gives rise to singlet excited state absorptions that closely resemble earlier observations for the pyrrolidine precursor, e.g., C-60(C3H7N)(2) (1a-1d) in deoxygenated toluene solutions. The triplet lifetimes of 2a-2d, as measured by nanosecond-resolved photolysis, are typically around 33 mu s, similar to the triplet lifetimes of truly monomeric fullerene solutions. Quenching experiments with diazabicyclooctane (DABCO), involving the tripler excited states of 2a-2d, yielded rate constants which vary between 2.5 x 10(6) and 4.7 x 10(6) M-1 s(-1) and reveal a slow-down relative to C-60 (7.4 x 10(7) M-1 s(-1)).