61-[9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydro-2-anthracenylmethyloxycarbonyl]-61-(ethoxycarbonyl)-1,2-methano[60]fullerene | 500003-91-8

• 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: 61-[9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydro-2-anthracenylmethyloxycarbonyl]-61-(ethoxycarbonyl)-1,2-methano[60]fullerene
• CAS: 500003-91-8
• 化学式: C₈₆H₁₈O₄S₄
• 分子量: 1243.35
• InChiKey: IQFJJBKRSJMBDX-UHFFFAOYSA-N

物化性质

• 密度：
  2.43±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  21.4
• 重原子数：
  94
• 可旋转键数：
  7
• 环数：
  38.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  154
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  61-[9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydro-2-anthracenylmethyloxycarbonyl]-61-(ethoxycarbonyl)-1,2-methano[60]fullerene 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Properties of Bingel-type Methanofullerene−π-Extended-TTF Diads and Triads

  摘要：

  Novel C-60/pi-extended tetrathiafulvalene (exTTF) diads (12a-c) and triads [D(2)A (14a-c) and DA(2) (25, 27a-c)] have been synthesized by the Bingel cyclopropanation reaction of the respective exTTF-containing malonates and [60]fullerene. The reaction of exTTF-bismalonates with C-60 affords the respective C-60-exTTF diads (26a-c) together with the triad C-60-exTTF-C-60 (25, 27a-c) and a regioisomeric mixture of bisadducts (28b-c). Theoretical calculations (PM3) predict the favored geometry for triads 14a-c depending upon the orientation (up and down) of the 1,3-dithiole rings in the exTTFs, as well as the more stable regioisomers for the bisadducts 28. Cyclic voltammetry measurements reveal that C-60 and exTTF units do not intereact in the ground state. Compounds 26a-c and 27a-c are not electrochemically stable. A photoinduced electron transfer leading to the formation of the radical pair (C-60(-)-exTTF(.+)) has been observed for compounds 14a-c.

  DOI：

  10.1021/jo020412l
• 作为产物：
  描述：

  足球烯 、 9,10-bis(1,3-dithiol-2-ylidene)-2-(2,6-dioxa-3,5-dioxooctanyl)-9,10-dihydroanthracene 在 四溴化碳 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以32%的产率得到61-[9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydro-2-anthracenylmethyloxycarbonyl]-61-(ethoxycarbonyl)-1,2-methano[60]fullerene
  参考文献：
  名称：

  Synthesis and Properties of Bingel-type Methanofullerene−π-Extended-TTF Diads and Triads

  摘要：

  Novel C-60/pi-extended tetrathiafulvalene (exTTF) diads (12a-c) and triads [D(2)A (14a-c) and DA(2) (25, 27a-c)] have been synthesized by the Bingel cyclopropanation reaction of the respective exTTF-containing malonates and [60]fullerene. The reaction of exTTF-bismalonates with C-60 affords the respective C-60-exTTF diads (26a-c) together with the triad C-60-exTTF-C-60 (25, 27a-c) and a regioisomeric mixture of bisadducts (28b-c). Theoretical calculations (PM3) predict the favored geometry for triads 14a-c depending upon the orientation (up and down) of the 1,3-dithiole rings in the exTTFs, as well as the more stable regioisomers for the bisadducts 28. Cyclic voltammetry measurements reveal that C-60 and exTTF units do not intereact in the ground state. Compounds 26a-c and 27a-c are not electrochemically stable. A photoinduced electron transfer leading to the formation of the radical pair (C-60(-)-exTTF(.+)) has been observed for compounds 14a-c.

  DOI：

  10.1021/jo020412l