bromopentamethyl[60]fullerene

• 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: bromopentamethyl[60]fullerene
• 英文别名: pentamethyl[60]fullerene bromide
• 化学式: C₆₅H₁₅Br
• 分子量: 875.738
• InChiKey: PCCBGAIUPKCYOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.5
• 重原子数：
  66
• 可旋转键数：
  0
• 环数：
  32.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  bromopentamethyl[60]fullerene 、 sodium[rhenium(pentacarbonate)] 以 四氢呋喃 为溶剂， 以10%的产率得到[Re(η5-C60Me5)(CO)3]
  参考文献：
  名称：

  使用富勒烯卤化物合成金属富勒烯配合物

  摘要：

  通过C 60 R 5 H（2）的去质子化反应生成K（C 60 R 5）（1，R = Me，Ph），并使其与N-氟代吡啶鎓三氟甲磺酸盐以及N-氯代和N-溴代琥珀酰亚胺在苯中反应。在25°C下放置10分钟，得到卤化富勒烯C 60 R 5 X（3a：R = Me，X = F; 3b：R = Me，X = Cl; 3c：R = Me，X = Br; 4a：R = Ph，X = F; 4b：R = Ph，X = Cl，4c：R ＝ Ph，X ＝ Br）以良好的产率。所述五甲基[60]富勒烯卤化物是用于多种η的合成有用的5个-fullerene金属络合物。富勒烯溴化物3c与低价过渡金属配合物Na [Re（CO）4 ]，Fe（CO）5，Ru 3（CO）12和Na [Co（CO）4 ]的反应得到Re（η 5 -C 60我5）（CO）3（5），铁（η 5 -C 60我5）溴（CO）2（6），钌（η 5 -C

  DOI：

  10.1021/om8001262

文献信息

• Coupling of Alkylarene and Pentamethyl[60]fullerene by Iridium-catalyzed Benzylic C–H Bond Activation
  作者：Yutaka Matsuo、Akihiko Iwashita、Eiichi Nakamura

  DOI：10.1246/cl.2006.858

  日期：2006.8

  Heating of C60Me5Br in toluene in the presence of an iridium catalyst and triethylamine results in benzylation of the fullerene core to yield C60Me5CH2C6H5. The reaction is general for various alkylarenes, and probably takes place via iridium-catalyzed activation of a benzylic C–H bond.

  在存在铱催化剂和三乙胺的条件下，将C60Me5Br加热于甲苯中，导致富勒烯核心发生苄基化反应，生成C60Me5CH2C6H5。这一反应适用于各种烷基芳烃，可能通过铱催化的苄基C–H键的活化发生。
• Synthesis of Metal Fullerene Complexes by the Use of Fullerene Halides
  作者：Yutaka Matsuo、Yoichiro Kuninobu、Ayako Muramatsu、Masaya Sawamura、Eiichi Nakamura

  DOI：10.1021/om8001262

  日期：2008.7.1

  complexes Na[Re(CO)4], Fe(CO)5, Ru3(CO)12, and Na[Co(CO)4] gave Re(η5-C60Me5)(CO)3 (5), Fe(η5-C60Me5)Br(CO)2 (6), Ru(η5-C60Me5)Br(CO)2 (7), and Co(η5-C60Me5)(CO)2 (8), respectively. The structures of halide 3c and rhenium complex 5 were determined by X-ray crystallography. Electrochemical measurements on 3b and 3c were also performed. The iron complex 6 was converted into Fe(η5-C60Me5)Cp (9), Fe(η5-C60Me5)Me(CO)2

  通过C 60 R 5 H（2）的去质子化反应生成K（C 60 R 5）（1，R = Me，Ph），并使其与N-氟代吡啶鎓三氟甲磺酸盐以及N-氯代和N-溴代琥珀酰亚胺在苯中反应。在25°C下放置10分钟，得到卤化富勒烯C 60 R 5 X（3a：R = Me，X = F; 3b：R = Me，X = Cl; 3c：R = Me，X = Br; 4a：R = Ph，X = F; 4b：R = Ph，X = Cl，4c：R ＝ Ph，X ＝ Br）以良好的产率。所述五甲基[60]富勒烯卤化物是用于多种η的合成有用的5个-fullerene金属络合物。富勒烯溴化物3c与低价过渡金属配合物Na [Re（CO）4 ]，Fe（CO）5，Ru 3（CO）12和Na [Co（CO）4 ]的反应得到Re（η 5 -C 60我5）（CO）3（5），铁（η 5 -C 60我5）溴（CO）2（6），钌（η 5 -C
• Group 6 Metal Complexes of the η⁵-Pentamethyl[60]fullerene
  作者：Yutaka Matsuo、Akihiko Iwashita、Eiichi Nakamura

  DOI：10.1021/om800308n

  日期：2008.9.22

  A molybdenum pentamethyl[60]fullerene bromo tricarbonyl complex, Mo(eta(5)-C60Me5)Br(CO)(3) (3), was successfully synthesized by the reaction of C60Me5Br (2) with MO(CO)(3)(EtCN)(3). Treatment of 3 with I-2 afforded an iodo complex, Mo(eta(5)-C60Me5)I(CO)(3) (4). The reaction employing C60Me5K (5) prepared from C60Me5H (1) and KH, followed by treatment with Mo(CO)(3)(EtCN)(3) and then Diazald, gave a nitrosyl complex, Mo(eta(5)-C60Me5)(NO)(CO)(2) (6). Complex 6 was converted to a molybdenum(IV) complex, Mo(eta(5)- C60Me5)Cl-2(NO)(CO) (7), by the reaction with PCl5. A molybdenum(VI) complex, Mo(eta(5)-C60Me5)O2Br (8), was obtained by exposure of 3 in air. Tungsten- and chromium-nitrosyl complexes, W(eta(5)- C60Me5)(NO)(CO)(2) (9) and Cr(eta(5)-C60Me5)(NO)(CO)(2) (10), were synthesized similarly to 6. Complex 10 gave a dithiocarbonate complex, Cr(eta(5)-C60Me5)(eta(5)-S2COEt)(NO) (11) through the reaction among 10, ethanol, and carbon disulfide. Compounds 1, 3, 4, 6, 8, and 11 were characterized by X-ray crystallography.