2,7-bis(triisopropylsilyl)naphtho[2,1-b:6,5-b']dithiophene | 1398689-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 2,7-bis(triisopropylsilyl)naphtho[2,1-b:6,5-b']dithiophene
• 英文别名: Tri(propan-2-yl)-[2-tri(propan-2-yl)silyl-[1]benzothiolo[5,4-e][1]benzothiol-7-yl]silane
• CAS: 1398689-73-0
• 化学式: C₃₂H₄₈S₂Si₂
• 分子量: 553.036
• InChiKey: VCFDTOWRMOFRHK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.04
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  2,7-bis(triisopropylsilyl)naphtho[2,1-b:6,5-b']dithiophene 、 联硼酸频那醇酯 在 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 环己烷 为溶剂， 反应 15.0h， 以100%的产率得到5,10-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,7-bis(triisopropylsilyl)naphtho[2,1-b:6,5-b’]dithiophene
  参考文献：
  名称：

  Orthogonally Functionalized Naphthodithiophenes: Selective Protection and Borylation

  摘要：

  Selective functionalization protocols of naphtho[1,2-b;5,6-b']dithiophene (NDT3) by combining protection of the thiophene alpha-positions and direct borylation on the naphthalene core are described, which allows synthesizing a number of new NDT3-based building blocks with various substituents and isomeric NDT3-based polymers with different main chain structures. The same protocol is applicable to other isomeric naphthodithiophenes (NDTs), which affords a set of key building blocks for the development of elaborated functional pi-materials.

  DOI：

  10.1021/ol301797g
• 作为产物：
  描述：

  naphtho[2,1-b:6,5-b']dithiophene 、 三异丙基氯硅烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 17.0h， 以67%的产率得到2,7-bis(triisopropylsilyl)naphtho[2,1-b:6,5-b']dithiophene
  参考文献：
  名称：

  Orthogonally Functionalized Naphthodithiophenes: Selective Protection and Borylation

  摘要：

  Selective functionalization protocols of naphtho[1,2-b;5,6-b']dithiophene (NDT3) by combining protection of the thiophene alpha-positions and direct borylation on the naphthalene core are described, which allows synthesizing a number of new NDT3-based building blocks with various substituents and isomeric NDT3-based polymers with different main chain structures. The same protocol is applicable to other isomeric naphthodithiophenes (NDTs), which affords a set of key building blocks for the development of elaborated functional pi-materials.

  DOI：

  10.1021/ol301797g