4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] | 1372784-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane]
• 英文别名: 4'-Tert-butyl-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzimidazole-2,1'-cyclohexane]；4'-tert-butyl-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzimidazole-2,1'-cyclohexane]
• CAS: 1372784-43-4
• 化学式: C₂₈H₃₀N₂O₄S₂
• 分子量: 522.689
• InChiKey: KAQUDKMBMZLCBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,1,3-苯并噻二唑 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium tetrahydroborate 、 氢溴酸 、 溴 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 反应 40.0h， 生成 4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane]
  参考文献：
  名称：

  Synthesis and electrochemical properties of a new benzimidazole derivative as the acceptor unit in donor–acceptor–donor type polymers

  摘要：

  A new benzimidazole unit, 4'-(tert-butyl)spiro[benzo[d]imidazole-2,1'-cyclohexane] was synthesized and coupled with different donor units like 3-hexylthiophene and 3,4-ethylenedioxythiophene (EDOT) via Stille coupling. The donor-acceptor-donor (D-A-D) type monomers, 4'-(tert-butyl)-4,7-bis(4-hexylthiophen-2-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIHT) and 4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIED) were electrochemically polymerized, their electrochemical and optical properties were investigated by cyclic voltammetry, UV-vis-NIR spectroscopy techniques. Effect of donor groups on the optical and electronic properties of polymer was studied. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2012.02.047

文献信息

• Synthesis and electrochemical properties of a new benzimidazole derivative as the acceptor unit in donor–acceptor–donor type polymers
  作者：Ali Can Ozelcaglayan、Merve Sendur、Naime Akbasoglu、Dogukan Hazar Apaydin、Ali Cirpan、Levent Toppare

  DOI：10.1016/j.electacta.2012.02.047

  日期：2012.4

  A new benzimidazole unit, 4'-(tert-butyl)spiro[benzo[d]imidazole-2,1'-cyclohexane] was synthesized and coupled with different donor units like 3-hexylthiophene and 3,4-ethylenedioxythiophene (EDOT) via Stille coupling. The donor-acceptor-donor (D-A-D) type monomers, 4'-(tert-butyl)-4,7-bis(4-hexylthiophen-2-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIHT) and 4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIED) were electrochemically polymerized, their electrochemical and optical properties were investigated by cyclic voltammetry, UV-vis-NIR spectroscopy techniques. Effect of donor groups on the optical and electronic properties of polymer was studied. (C) 2012 Elsevier Ltd. All rights reserved.