| 303957-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 303957-72-4
• 化学式: C₆₉H₁₈N₂O₂
• 分子量: 906.914
• InChiKey: IGAGKJBAYLQNLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15
• 重原子数：
  73
• 可旋转键数：
  5
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  在 氢溴酸 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以71%的产率得到
  参考文献：
  名称：

  Self-organization of amphiphilic [60]fullerene derivatives in nanorod-like morphologies

  摘要：

  The aggregation of four charged C-60 derivatives has been investigated by TEM, SEM, and AFM microscopies. In all molecules a short aliphatic chain connects an ammonium cation to the fullerene sphere and the variation comes in the counter anions. In water, remarkably well-ordered structures that resemble nanorod-like aggregates are formed. They have a cross-sectional diameter and a length in the range of 30-60 and 100-900 nm, respectively. Fine topographical details were elucidated by atomic force microscopy, in which the height was found up to a maximum of 60 nm. Scanning electron microscopy shows that both the shape and morphology of the aggregates is consistent throughout the material. Nanorods of uniform shape were obtained with all molecules containing inorganic counter anions, BF4-, Br-, and Cl-. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.125
• 作为产物：
  描述：

  聚合甲醛 、 ([2-[(叔丁氧羰基)氨基]乙基]氨基)乙酸 、 足球烯 以 甲苯 为溶剂， 反应 1.0h， 以42%的产率得到
  参考文献：
  名称：

  新型多功能富勒烯合成子。

  摘要：

  我们报告了三种新颖，通用的富勒烯中间体的合成，其主要特征是氨基端基的存在。这些中间体在标准条件下的简单缩合反应会产生新的衍生物，可用于材料科学和药物化学中。

  DOI：

  10.1021/jo015608k

文献信息

• Novel Versatile Fullerene Synthons
  作者：Konstantinos Kordatos、Tatiana Da Ros、Susanna Bosi、Ester Vázquez、Massimo Bergamin、Claudia Cusan、Federica Pellarini、Véronique Tomberli、Benedetta Baiti、Davide Pantarotto、Vasilios Georgakilas、Giampiero Spalluto、Maurizio Prato

  DOI：10.1021/jo015608k

  日期：2001.7.1

  We report the synthesis of three novel, versatile fullerene intermediates whose main feature is the presence of an amino end group. Simple condensation reactions of these intermediates under standard conditions produce new derivatives that are useful for applications in materials science and medicinal chemistry.

  我们报告了三种新颖，通用的富勒烯中间体的合成，其主要特征是氨基端基的存在。这些中间体在标准条件下的简单缩合反应会产生新的衍生物，可用于材料科学和药物化学中。
• A Novel [60]Fullerene Amino Acid for Use in Solid-Phase Peptide Synthesis
  作者：Federica Pellarini、Davide Pantarotto、Tatiana Da Ros、Anna Giangaspero、Alessandro Tossi、Maurizio Prato

  DOI：10.1021/ol015934m

  日期：2001.6.1

  alpha-tert-butyl ester to give a C60-functionalized amino acid. The carboxylic end of this amino acid has been deprotected in acidic conditions, and the resulting acid has been used for solid-phase peptide synthesis. The final peptide, cleaved from the resin, was very soluble in water solutions and showed antimicrobial activity against two representative bacteria.

  [请参阅结构]。将含有游离氨基的富勒烯衍生物与N-Fmoc-L-谷氨酸α-叔丁酯缩合，得到C60官能化的氨基酸。该氨基酸的羧基末端已在酸性条件下脱保护，所得酸已用于固相肽合成。从树脂上裂解下来的最终肽在水溶液中非常易溶，并显示出对两种代表性细菌的抗菌活性。
• Liquid-Crystalline Bisadducts of [60]Fullerene
  作者：Stéphane Campidelli、Ester Vázquez、Dragana Milic、Julie Lenoble、Carmen Atienza Castellanos、Ginka Sarova、Dirk M. Guldi、Robert Deschenaux、Maurizio Prato

  DOI：10.1021/jo0609576

  日期：2006.9.1

  derivative. The supramolecular organization of the monoadduct derivative is governed by steric constraints. Indeed, for efficient space filling, adequacy between the cross-sectional areas of fullerene (∼100 Å2) and of the mesogenic groups (∼22−25 Å2 per mesogenic group) is required. As a consequence, the monoadduct forms a bilayered smectic A phase. The supramolecular organization of the bisadducts

  第二代基于氰基联苯的树状聚合物被用作液晶促进剂，以合成[60]富勒烯的介晶双加合物。通过使带有羧酸功能的液晶促进剂与相应的双氨基富勒烯衍生物缩合，可得到液晶的反式-2，反式-3和赤道双加合物。为了比较的目的，还制备了富勒烯的单加合物。所有化合物都引起近晶A相。在反式中观察到另外的中间相，无法确定。-2导数 一加合物衍生物的超分子组织受空间约束。的确，对于有效的空间填充，富勒烯的横截面面积（〜100埃之间充足2）和所述介晶基团的（~22-25埃2每介晶基团）是必需的。结果，单加合物形成双层近晶A相。双加合物的超分子组织基本上由介晶基团和树枝状核心的性质和结构决定。因此，双加合物形成单层近晶A相。标题化合物是有前途的超分子材料，因为它们结合了液晶的自组织行为和富勒烯的性质。
• Synthesis of a soluble fullerene–rotaxane incorporating a furamide template
  作者：Aurelio Mateo-Alonso、Maurizio Prato

  DOI：10.1016/j.tet.2005.07.123

  日期：2006.2

  The synthesis of a fullerene-rotaxane is described. The thread is constituted by a C-60 unit, which acts as a stopper, functionalized with a solubilizing side chain by 1,3 dipolar cycloaddition. The rotaxane is assembled by hydrogen bond-assisted synthesis using a fumaramide template. (c) 2005 Elsevier Ltd. All rights reserved.
• [60]Fullerene−Pyrrolidine-<i>N</i>-oxides
  作者：Peter Brough、Cedric Klumpp、Alberto Bianco、Stephane Campidelli、Maurizio Prato

  DOI：10.1021/jo052388s

  日期：2006.3.1

  Eight members of a new family of fullerene derivatives, [60]fulleropyrrolidine-N-oxides, have been synthesized and characterized. Facile oxidation, by a peracid, of the parent [60]fulleropyrrolidine gave clean conversions into the product molecules, in which the tertiary amine is transformed into a quaternary amine bearing an oxygen atom. The reaction is very selective, favoring the nitrogen atom of the pyrrolidine ring in preference to epoxidation of the fullerene cage. The H-1 NMR shows an AB quartet splitting pattern, characteristic of nonequivalent hydrogens in the pyrrolidine ring and at a chemical shift displacement of 0.8 ppm downfield. Other methods of characterization are described, including MS, differential scanning calorimetry, thermogravimetric analysis, HPLC, UV/vis, and IR. Conclusive evidence for the formation of an N-oxide moiety is provided by the synthesis, oxidation, and NMR characterization of a novel [60]fulleropyrrolidine containing a N-15 isotope, showing an 85 ppm downfield heteroatom chemical shift. Preliminary details of the effects of substitution on the reactivity of the pyrrolidine ring are also reported.