1,4-bis(benzyloxy)anthracene | 41201-49-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,4-bis(benzyloxy)anthracene
• 英文别名: 1,4-bis-benzyloxyanthracene；1,4-bis-benzyloxy-anthracene；1,4-Bis-benzyloxy-anthracen；1,4-Dibenzyloxy-anthracen；1,4-bis(phenylmethoxy)anthracene
• CAS: 41201-49-4
• 化学式: C₂₈H₂₂O₂
• 分子量: 390.481
• InChiKey: IJSJUDGKWZUAIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2,4,5-四溴苯 、 1,4-bis(benzyloxy)anthracene 在 正丁基锂 作用下， 以 正己烷 、 甲苯 为溶剂， 以54%的产率得到{5,10-[1,2]benzeno}-1,4-dibenzyloxy-7,8-dibromo-5,10-dihydroanthracene
  参考文献：
  名称：

  Novel Zinc Phthalocyanine-Benzoquinone Rigid Dyad and Its Photoinduced Electron Transfer Properties

  摘要：

  While preparing the first structurally rigid zinc phthalocyanine-benzoquinone (ZnPc-BQ) dyad as a model for photoinduced charge separation mimicking natural photosynthesis, a convenient method is developed for in situ generation of a benzoquinone chromophore in the dyad using an iso-butyryl mask. The dyad has no rotamers and possesses a fixed distance between ZnPc and BQ moieties (center-to-center and edge-to-edge distances are 9.40 and 2.14 angstrom, respectively). The dyad displays unusual electronic perturbation in the ground state, resulting from the interactions between Pc and BQ, and exhibits photoinduced electron transfer with a lifetime of 40 ps of the charged separated states. The steady-state fluorescence and electrochemical behavior of the dyad are evaluated. This study opens a route to subsequent dyads, triads, and complex architectures of electron donor-acceptor arrays with rigid structures and long charge separation states.

  DOI：

  10.1021/jo801293s
• 作为产物：
  描述：

  1,4-二羟基蒽醌 在 盐酸 、 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.5h， 生成 1,4-bis(benzyloxy)anthracene
  参考文献：
  名称：

  1,4-二烷氧基蒽和马来酸酐之间狄尔斯-阿尔德加合物的合成、分离和表征

  摘要：

  在 1,4-二烷氧基蒽和马来酸酐的 Diels-Alder 反应中，可以提供顺环加合物和反环加合物，环加合物的桥头次甲基质子已被证明是有用的...

  DOI：

  10.1246/bcsj.77.1385

文献信息

• Lepage, Annales de Chimie (Cachan, France), 1959, vol. <13> 4, p. 1137,1176
  作者：Lepage

  DOI：——

  日期：——
• Novel Zinc Phthalocyanine-Benzoquinone Rigid Dyad and Its Photoinduced Electron Transfer Properties
  作者：Chi-Hang Lee、Jiangchang Guo、Lin X. Chen、Braja. K. Mandal

  DOI：10.1021/jo801293s

  日期：2008.11.7

  While preparing the first structurally rigid zinc phthalocyanine-benzoquinone (ZnPc-BQ) dyad as a model for photoinduced charge separation mimicking natural photosynthesis, a convenient method is developed for in situ generation of a benzoquinone chromophore in the dyad using an iso-butyryl mask. The dyad has no rotamers and possesses a fixed distance between ZnPc and BQ moieties (center-to-center and edge-to-edge distances are 9.40 and 2.14 angstrom, respectively). The dyad displays unusual electronic perturbation in the ground state, resulting from the interactions between Pc and BQ, and exhibits photoinduced electron transfer with a lifetime of 40 ps of the charged separated states. The steady-state fluorescence and electrochemical behavior of the dyad are evaluated. This study opens a route to subsequent dyads, triads, and complex architectures of electron donor-acceptor arrays with rigid structures and long charge separation states.
• Synthesis, Isolation, and Characterization of Diels–Alder Adducts between 1,4-Dialkoxyanthracenes and Maleic Anhydride
  作者：Chitoshi Kitamura、Munehiro Hasegawa、Hiroshi Ishikawa、Jun Fujimoto、Mikio Ouchi、Akio Yoneda

  DOI：10.1246/bcsj.77.1385

  日期：2004.7

  In the Diels–Alder reaction of 1,4-dialkoxyanthracenes and maleic anhydride, which can afford syn- and anti-cycloadducts, the bridgehead methine proton of the cycloadducts has proved to be a useful...

  在 1,4-二烷氧基蒽和马来酸酐的 Diels-Alder 反应中，可以提供顺环加合物和反环加合物，环加合物的桥头次甲基质子已被证明是有用的...