2-[4-[8-(2,5-Dimethoxyphenyl)naphthalen-1-yl]-2,5-dimethylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | 303006-91-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2-[4-[8-(2,5-Dimethoxyphenyl)naphthalen-1-yl]-2,5-dimethylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• 英文别名: 2-[4-[8-(2,5-dimethoxyphenyl)naphthalen-1-yl]-2,5-dimethylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 303006-91-9
• 化学式: C₃₂H₃₅BO₄
• 分子量: 494.438
• InChiKey: NXLBSTUIFGBOOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.11
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 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-[4-[8-(2,5-Dimethoxyphenyl)naphthalen-1-yl]-2,5-dimethylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 在 barium dihydroxide 、 四(三苯基膦)钯 作用下， 以 乙二醇二甲醚 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Syntheses and ¹H NMR Spectroscopy of Rigid, Cofacially Aligned, Porphyrin−Bridge−Quinone Systems in Which the Interplanar Separations between the Porphyrin, Aromatic Bridge, and Quinone Are Less than the Sum of Their Respective van der Waals Radii

  摘要：

  Unusually rigid pi-stacked porphyrin-spacer-quinone systems have been synthesized using an approach that enables extensive control over the nature of electronic interactions between donor, aromatic spacer, and acceptor. This new class of porphyrin-based structures is distinct from related assemblies designed to probe electronic interactions between cofacial pi-stacked, aromatics: the donor (D), spacer (Sp), and acceptor (A) components of the assembly are held fixed at sub van der Waals contact distances, restricting severely the range of dynamical processes that modulate typically the magnitude of inter-ring separation and the extent of the lateral shift between juxtaposed aromatic units in the condensed phase. NMR spectroscopic studies demonstrate that these structures manifest disparate shielding environments which distribute uniformly the aromatic H-1 resonances for these diamagnetic D-Sp-A compounds over spectral windows that exceed 9.0 ppm.

  DOI：

  10.1021/ja000759a
• 作为产物：
  描述：

  2,5-二溴-1,4-二甲基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium phosphate 、 四(三苯基膦)钯 、 1-叠氮基乙烷 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 14.0h， 生成 2-[4-[8-(2,5-Dimethoxyphenyl)naphthalen-1-yl]-2,5-dimethylphenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  参考文献：
  名称：

  Syntheses and ¹H NMR Spectroscopy of Rigid, Cofacially Aligned, Porphyrin−Bridge−Quinone Systems in Which the Interplanar Separations between the Porphyrin, Aromatic Bridge, and Quinone Are Less than the Sum of Their Respective van der Waals Radii

  摘要：

  Unusually rigid pi-stacked porphyrin-spacer-quinone systems have been synthesized using an approach that enables extensive control over the nature of electronic interactions between donor, aromatic spacer, and acceptor. This new class of porphyrin-based structures is distinct from related assemblies designed to probe electronic interactions between cofacial pi-stacked, aromatics: the donor (D), spacer (Sp), and acceptor (A) components of the assembly are held fixed at sub van der Waals contact distances, restricting severely the range of dynamical processes that modulate typically the magnitude of inter-ring separation and the extent of the lateral shift between juxtaposed aromatic units in the condensed phase. NMR spectroscopic studies demonstrate that these structures manifest disparate shielding environments which distribute uniformly the aromatic H-1 resonances for these diamagnetic D-Sp-A compounds over spectral windows that exceed 9.0 ppm.

  DOI：

  10.1021/ja000759a