| 175875-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• CAS: 175875-63-5
• 化学式: C₆₆H₉NO₄
• 分子量: 879.802
• InChiKey: XUOWZFZYEWRHJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  71
• 可旋转键数：
  4
• 环数：
  33.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  、 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 生成
  参考文献：
  名称：

  Multifullerene compounds involving 2,5-dimethoxycarbonylpyrrolidinofullerene, from dumbbells to star shaped tris-, tetrakis- and hexakisfullerenes

  摘要：

  The monoamidated derivative of 2,5-dimethoxycarbonylpyrrolidinofulleren with sebacoyl chloride can be attached to various multifunctional amines and alcohols to form multifullerene compounds. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00158-7
• 作为产物：
  描述：

  足球烯 、 甘胺酸甲酯 以 甲醇 、 甲苯 为溶剂， 生成
  参考文献：
  名称：

  富勒烯诱导的cn键断裂和形成：通过将肌氨酸酯光化学加到c 60中，合成富勒烯吡咯烷和亚甲基富勒烯肌氨酸衍生物

  摘要：

  sarcusine酯与C 60反应生成富勒烯吡咯烷和甲基富勒烯衍生物。提出了一种激进的机制。

  DOI：

  10.1016/0040-4039(95)02036-o

文献信息

• Photoelectric response of pyrrolidinofullerene and bis-pyrrolidinofullerene LB films
  作者：Sheng Zhang、Liangbing Gan、Chunhui Huang

  DOI：10.1016/s0009-2614(00)01185-4

  日期：2000.12

  Two new pyrrolidinofullerene derivatives and their corresponding dimers are prepared. All these compounds form stable Langmuir–Blodgett (LB) films, which can be readily transferred onto an indium-tin-oxide (ITO) electrode. The photoelectric conversion ability of the bis-fullerenes is more than twice that of the mono-fullerenes.

  制备了两种新的吡咯烷基富勒烯衍生物及其相应的二聚体。所有这些化合物形成了稳定的Langmuir-Blodgett（LB）膜，可以很容易地转移到氧化铟锡（ITO）电极上。双富勒烯的光电转换能力是单富勒烯的光电转换能力的两倍以上。
• Photoelectric response of a gold electrode modified with self-assembled monolayers of pyrrolidinofullerenes
  作者：Sheng Zhang、Dong Dong、Liangbing Gan、Zhongfan Liu、Chunhui Huang

  DOI：10.1039/b007198f

  日期：——

  Three new fullerene derivatives 1, 2 and 3 have been synthesized, which can form stable self-assembled monolayers (SAMs) on a gold surface. These SAMs were characterized by contact angle measurements and scanning tunneling microscopy. The photoelectric conversion properties of the SAMs have also been investigated. Photocurrent action spectra show that the excited fullerene derivatives 1, 2 and 3 act as photoactive species in the photoinduced electron transfer process. Factors such as intensity of irradiation and bias voltage have been studied. The quantum yields of the SAMs range from 2.9 to 14.9% under the most favorable conditions.

  合成了三种新的富勒烯衍生物1、2和3，它们能在金表面形成稳定的自组装单分子层(SAMs)。通过接触角测量和扫描隧道显微镜对这些SAMs进行了表征。同时还研究了SAMs的光电转换性能。光电流作用光谱表明，激发态的富勒烯衍生物1、2和3在光诱导电子转移过程中起到了光活性物质的作用。研究了光照强度和偏置电压等因素的影响。在最优条件下，这些SAMs的量子产率在2.9%到14.9%之间。
• Photoelectrochemical properties of a new C60 derivative: C60–glycine ester C60(C6H9NO4 )
  作者：Chuping Luo、Liangbing Gan、Dejian Zhou、Chunhui Huang

  DOI：10.1039/a702057k

  日期：——

  Photoelectrochemical investigations of C 60 –glycine ester derivative C 60 (C 6 H 9 NO 4 ) monolayer-modified SnO 2 electrodes have been carried out. The electrodes were fabricated by the Langmuir–Blodgett (LB) technique. The photocurrent was determined under an atmosphere of high-purity nitrogen since oxygen suppresses the photocurrent. Results show that electrons flow from the electrolyte through the LB film to the SnO 2 electrode. Positive bias voltage and the presence of an electron donor are beneficial factors for generating higher photocurrent. The external quantum yield is ca. 2.5%.

  对 C 60 醛甘氨酸酯衍生物 C 60 (C 6 H 9 NO 4) 单层修饰 SnO 2 电极进行了光电化学研究。这些电极是采用 LangmuirâBlodgett (LB) 技术制造的。由于氧气会抑制光电流，因此光电流是在高纯度氮气环境下测定的。结果表明，电子从电解质通过 LB 薄膜流向 SnO 2 电极。正偏压和电子供体的存在是产生较高光电流的有利因素。外部量子产率约为 2.5%。
• Synthesis of Pyrrolidine Ring-Fused Fullerene Multicarboxylates by Photoreaction
  作者：Liangbing Gan、Jianfeng Jiang、Wen Zhang、Yang Su、Yaru Shi、Chunhui Huang、Jinqi Pan、Mujian Lü、Yi Wu

  DOI：10.1021/jo971990i

  日期：1998.6.1

  Aminopolycarboxylic esters react with C-60 under photolysis to produce fullerene multicarboxylates. Irradiation of tetramethyl ethylenediaminetetraacetate (EDTA) with C-60 yields the EDTA-containing fullerene monoadduct C-60(MeOOCCH)(2)NCH2CH2N(CH2COOMe)(2). In addition, several other C-60 monoadducts are also isolated and characterized, including compounds due to EDTA fragmentation. Similar results are observed with pentamethyldimethylenetriaminepentaaceta (DTPA). When partially methylated nitrilotriacetic acid is irradiated with C-60, decarboxylation occurs and organo dihydrofullerene derivatives such as C-60(H)(CH2N(CH2COOMe)(2)) are formed. Radical mechanisms are proposed for both types of photoreactions. The fullerene derivatives are characterized by their spectroscopic data. Photoreactions of C-60 with other analogous molecules also support the conclusions.
• Synthesis of Fullerene Amino Acid Derivatives by Direct Interaction of Amino Acid Ester with C₆₀
  作者：Liangbing Gan、Dejian Zhou、Chuping Luo、Haisong Tan、Chunhui Huang、Mujian Lü、Jinqi Pan、Yi Wu

  DOI：10.1021/jo951933u

  日期：1996.1.1

  Amino acid esters react with C-60 both thermally and photochemically to give different products. Refluxing a mixture of C-60 and glycine ethyl ester afforded C-60(Me(2)CHNHCHCOOEt) 1, whereas irradiation of the same mixture produced C-60(EtOOCCHNHCHCOOEt) 2b as the main product. Photochemical reactions between C-60 and sarcosine esters yielded two pyrrolidine derivatives C-60(CH2N(Me)CHCOOR)3 and C-60(ROOCCHNHCHCOOR) 2 (R = Me, Et, CH(2)Ph). Compound 2a is also prepared from the photochemical reaction between C-60 and iminodiacetic methyl ester in high yield. These ester derivatives are difficult to hydrolyze in excess mineral acids. The fullerene dicarboxylic acid C-60(HOOCCHNHCHCOOH) 5 is synthesized from the tert-butyl derivative C-60((t)BuOOCCHNHCHCOO(t)Bu) 4. A possible radical reaction mechanism for the photochemical reactions is proposed which involves an unprecedented C-N bond breakage.