2,2-dimethyl-1,3-propanediyl 3,4-bis(octyloxy)phenylboronate | 906001-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,2-dimethyl-1,3-propanediyl 3,4-bis(octyloxy)phenylboronate
• 英文别名: 2-(3,4-Dioctoxyphenyl)-5,5-dimethyl-1,3,2-dioxaborinane
• CAS: 906001-74-9
• 化学式: C₂₇H₄₇BO₄
• 分子量: 446.479
• InChiKey: SXTFHOVWJMCUKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  32
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-1,3-propanediyl 3,4-bis(octyloxy)phenylboronate 、 4,4'-二溴联苯酰 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 苯 为溶剂， 反应 18.0h， 以90%的产率得到bis(3',4'-dioctyloxybiphenyl-4-yl)ethanedione
  参考文献：
  名称：

  Self-Assembled Fluorescent Hexaazatriphenylenes That Act as a Light-Harvesting Antenna

  摘要：

  In this paper we report the self-assembling nature of fluorescent hexaazatriphenylenes (HATs) 6a-d with six alkyl/alkoxy-chain-containing biphenyl groups and their application to light-harvesting antennae. In a nonpolar solvent and the film state, the HAT derivatives form one-dimensional aggregates with an H-type parallel stacking mode, which were analyzed by H-1 NMR, UV-vis, and steady-state and time-resolved fluorescence spectroscopy. When HAT derivative 7 with six perylenediimide moieties is incorporated into the one-dimensional aggregates, an efficient energy transfer takes place from the self-assembled HAT moiety as a light-harvesting antenna to the perylenediimide moiety as an energy acceptor. Further, when HAT derivative 8 with six triphenylamino moieties is newly added to the light-harvesting system, an intermolecular electron transfer occurs subsequently between the electron-accepting perylenediimide molecule and the electron-donating triphenylamino molecule.

  DOI：

  10.1021/jo060768n
• 作为产物：
  描述：

  4-bromo-1,2-bis(octyloxy)benzene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 2,2-dimethyl-1,3-propanediyl 3,4-bis(octyloxy)phenylboronate
  参考文献：
  名称：

  Self-Assembled Fluorescent Hexaazatriphenylenes That Act as a Light-Harvesting Antenna

  摘要：

  In this paper we report the self-assembling nature of fluorescent hexaazatriphenylenes (HATs) 6a-d with six alkyl/alkoxy-chain-containing biphenyl groups and their application to light-harvesting antennae. In a nonpolar solvent and the film state, the HAT derivatives form one-dimensional aggregates with an H-type parallel stacking mode, which were analyzed by H-1 NMR, UV-vis, and steady-state and time-resolved fluorescence spectroscopy. When HAT derivative 7 with six perylenediimide moieties is incorporated into the one-dimensional aggregates, an efficient energy transfer takes place from the self-assembled HAT moiety as a light-harvesting antenna to the perylenediimide moiety as an energy acceptor. Further, when HAT derivative 8 with six triphenylamino moieties is newly added to the light-harvesting system, an intermolecular electron transfer occurs subsequently between the electron-accepting perylenediimide molecule and the electron-donating triphenylamino molecule.

  DOI：

  10.1021/jo060768n