2-(15-Bromo-9,9,18,18,27,27-hexahexyl-24-thiophen-2-yl-6-heptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1,3(8),4,6,10,12(17),13,15,19,21(26),22,24-dodecaenyl)thiophene | 898257-10-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(15-Bromo-9,9,18,18,27,27-hexahexyl-24-thiophen-2-yl-6-heptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1,3(8),4,6,10,12(17),13,15,19,21(26),22,24-dodecaenyl)thiophene
• CAS: 898257-10-8
• 化学式: C₇₁H₉₃BrS₂
• 分子量: 1090.56
• InChiKey: HOJQTUPVAGINLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  29
• 重原子数：
  74
• 可旋转键数：
  32
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(15-Bromo-9,9,18,18,27,27-hexahexyl-24-thiophen-2-yl-6-heptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1,3(8),4,6,10,12(17),13,15,19,21(26),22,24-dodecaenyl)thiophene 在 四(三苯基膦)钯 一氯化碘 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 20.5h， 生成 2-(5,5,10,10,15,15-Hexahexyl-7,12-di-thiophen-2-yl-10,15-dihydro-5H-diindeno[1,2-a;1',2'-c]fluoren-2-yl)-5-iodo-thiophene
  参考文献：
  名称：

  Nanosized Rigid π-Conjugated Molecular Heterojunctions with Multi[60]fullerenes:  Facile Synthesis and Photophysical Properties

  摘要：

  A series of large, rigid, new, well-defined, D-pi-B-A compounds with three chromophores(truxene moieties at the core, conjugated oligothiophenes as the branch bridges, and [60]pyrrolidinofullerene (C-60) segments as the end-capped groups) have been facilely developed in this contribution. Oligothiophene-functionalized truxene derivatives 1-29 are prepared by the Suzuki, the Sonogashira, and the Negishi cross-coupling reactions catalyzed by Pd(PPh3)(4) as well as the McMurry reaction, respectively. The 1,3-dipolar cycloaddition of the oligomers with C-60 and N-methylglycine yields a new family of star-shaped D-pi-B-A derivatives end-capped with pyrrolidinofullerene moieties as the active materials for photovoltaic devices in which one, two, three, or four C-60 moieties are allocated at the peripheral position of well-defined compounds, respectively. We also investigate the UV-vis and photoluminescence behaviors of these pyrrolidinofullerene-functionalized derivatives. The emission is obviously quenched after the inducement of the C-60 moieties. We also observe that the emission intensity is decreased with the increase in the number of C-60 moieties.

  DOI：

  10.1021/jo060097t
• 作为产物：
  描述：

  2-噻吩硼酸 、 2,7,12-三溴-5,5',10,10',15,15'-六己基三聚茚 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以36.1%的产率得到2-(7,12-dibromo-5,5,10,10,15,15-hexahexyl-10,15-dihydro-5H-diindeno[1,2-a;1',2'-c]fluoren-2-yl)-thiophene
  参考文献：
  名称：

  Nanosized Rigid π-Conjugated Molecular Heterojunctions with Multi[60]fullerenes:  Facile Synthesis and Photophysical Properties

  摘要：

  A series of large, rigid, new, well-defined, D-pi-B-A compounds with three chromophores(truxene moieties at the core, conjugated oligothiophenes as the branch bridges, and [60]pyrrolidinofullerene (C-60) segments as the end-capped groups) have been facilely developed in this contribution. Oligothiophene-functionalized truxene derivatives 1-29 are prepared by the Suzuki, the Sonogashira, and the Negishi cross-coupling reactions catalyzed by Pd(PPh3)(4) as well as the McMurry reaction, respectively. The 1,3-dipolar cycloaddition of the oligomers with C-60 and N-methylglycine yields a new family of star-shaped D-pi-B-A derivatives end-capped with pyrrolidinofullerene moieties as the active materials for photovoltaic devices in which one, two, three, or four C-60 moieties are allocated at the peripheral position of well-defined compounds, respectively. We also investigate the UV-vis and photoluminescence behaviors of these pyrrolidinofullerene-functionalized derivatives. The emission is obviously quenched after the inducement of the C-60 moieties. We also observe that the emission intensity is decreased with the increase in the number of C-60 moieties.

  DOI：

  10.1021/jo060097t

文献信息

• Nanosized Rigid π-Conjugated Molecular Heterojunctions with Multi[60]fullerenes:  Facile Synthesis and Photophysical Properties
  作者：Jin-Liang Wang、Xiao-Fei Duan、Bi Jiang、Liang-Bing Gan、Jian Pei、Chang He、Yong-Fang Li

  DOI：10.1021/jo060097t

  日期：2006.6.1

  A series of large, rigid, new, well-defined, D-pi-B-A compounds with three chromophores(truxene moieties at the core, conjugated oligothiophenes as the branch bridges, and [60]pyrrolidinofullerene (C-60) segments as the end-capped groups) have been facilely developed in this contribution. Oligothiophene-functionalized truxene derivatives 1-29 are prepared by the Suzuki, the Sonogashira, and the Negishi cross-coupling reactions catalyzed by Pd(PPh3)(4) as well as the McMurry reaction, respectively. The 1,3-dipolar cycloaddition of the oligomers with C-60 and N-methylglycine yields a new family of star-shaped D-pi-B-A derivatives end-capped with pyrrolidinofullerene moieties as the active materials for photovoltaic devices in which one, two, three, or four C-60 moieties are allocated at the peripheral position of well-defined compounds, respectively. We also investigate the UV-vis and photoluminescence behaviors of these pyrrolidinofullerene-functionalized derivatives. The emission is obviously quenched after the inducement of the C-60 moieties. We also observe that the emission intensity is decreased with the increase in the number of C-60 moieties.