(6aS,6bR,12bR,12cS)-3,10-Dimethoxy-12b,12c-dimethyl-6a,6b,12b,12c-tetrahydro-5,8-dioxa-dibenzo[a,i]biphenylene-6,7-dione | 141292-82-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: (6aS,6bR,12bR,12cS)-3,10-Dimethoxy-12b,12c-dimethyl-6a,6b,12b,12c-tetrahydro-5,8-dioxa-dibenzo[a,i]biphenylene-6,7-dione
• 英文别名: (1S,2R,11R,12S)-6,17-dimethoxy-1,2-dimethyl-9,14-dioxapentacyclo[10.8.0.02,11.03,8.015,20]icosa-3(8),4,6,15(20),16,18-hexaene-10,13-dione
• CAS: 141292-82-2
• 化学式: C₂₂H₂₀O₆
• 分子量: 380.397
• InChiKey: GYDCFQNXZPBBKX-MTIDIVMFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-甲氧基-4-甲基香豆素 反应 20.0h， 以80%的产率得到(6aS,6bR,12bR,12cS)-3,10-Dimethoxy-12b,12c-dimethyl-6a,6b,12b,12c-tetrahydro-5,8-dioxa-dibenzo[a,i]biphenylene-6,7-dione
  参考文献：
  名称：

  Photodimerization of coumarins in solid cyclodextrin inclusion complexes

  摘要：

  The photodimerizations of coumarin and eight of its derivatives are found to proceed selectively in solid inclusion complexes with beta- and gamma-cyclodextrins (beta- and gamma-CD). The distribution of photodimers from these complexes is compared with those from the neat coumarin solids and their solutions in a variety of solvents. By assuming that the stereochemistry of the dimers reflects the packing arrangements of their precursors in the CD complexes, several hypotheses concering the locations and arrangements of the coumarins in the host toruses have been made. The stoichiometries of the complexes have been assigned on the basis of the presence or absence of photodimers and from NMR integration ratios of characteristic coumarin and saccharide protons. The relative orientations of substituted coumarins within a complex are inferred from the stereochemistry of the photodimers. Depending upon the substitution pattern of the coumarin molecules and the type of CD employed, complexes whose guest-host stoichiometries are 1:1, 2:1, and 2:2 have been identified. In several instances, dimers not available from irradiation of neat solid coumarins or their solutions have been obtained from the CD complexes.

  DOI：

  10.1021/jo00038a012