| 1323424-84-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1323424-84-5
• 化学式: C₆₆H₇₆O₃₂
• 分子量: 1381.31
• InChiKey: XMDRPUFFELHPBX-LAIDMKOMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.71
• 重原子数：
  98.0
• 可旋转键数：
  10.0
• 环数：
  28.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  487.04
• 氢给体数：
  16.0
• 氢受体数：
  32.0

反应信息

• 作为反应物：
  描述：

  在 γ-环糊精 、 lithium chloride 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 25.0h， 生成 anti-head-to-head-2-anthracenecarboxylic acid dimer
  参考文献：
  名称：

  Dual Supramolecular Photochirogenesis: Ultimate Stereocontrol of Photocyclodimerization by a Chiral Scaffold and Confining Host

  摘要：

  In contrast to the brilliant success in thermal asymmetric synthesis, precise stereocontrol remains a great challenge in chiral photochemistry because of the lack of effective tools and methodologies for controlling the short-lived, weakly interacting, and highly reactive electronically excited species. In this work, we achieved this goal through the "dual-chiral, dual-supramolecular" photochirogenesis approach, which enabled us to realized dramatic acceleration and perfect stereocontrol in one of the most representative photoreactions. Thus, the [4 + 4] photocyclodimerization of 2-anthracenecarboxylate tethered to an a-cyclodextrin scaffold was accelerated by a gamma-cyclodextrin or cucurbit[8]uril host and gave a single enantiomeric cyclodimer (out of four possible chiral and achiral stereo-isomers) in up to 98% chemical and 99% optical yield.

  DOI：

  10.1021/ja202020x
• 作为产物：
  描述：

  sodium 2-anthracenecarboxylate 、 6(A),6(C)-dimesitylenesulfonyl-α-CD 以 二甲基亚砜 为溶剂， 反应 72.0h， 以5.3%的产率得到
  参考文献：
  名称：

  Dual Supramolecular Photochirogenesis: Ultimate Stereocontrol of Photocyclodimerization by a Chiral Scaffold and Confining Host

  摘要：

  In contrast to the brilliant success in thermal asymmetric synthesis, precise stereocontrol remains a great challenge in chiral photochemistry because of the lack of effective tools and methodologies for controlling the short-lived, weakly interacting, and highly reactive electronically excited species. In this work, we achieved this goal through the "dual-chiral, dual-supramolecular" photochirogenesis approach, which enabled us to realized dramatic acceleration and perfect stereocontrol in one of the most representative photoreactions. Thus, the [4 + 4] photocyclodimerization of 2-anthracenecarboxylate tethered to an a-cyclodextrin scaffold was accelerated by a gamma-cyclodextrin or cucurbit[8]uril host and gave a single enantiomeric cyclodimer (out of four possible chiral and achiral stereo-isomers) in up to 98% chemical and 99% optical yield.

  DOI：

  10.1021/ja202020x