6,12-Diphenyl-3,10-dioxadispiro[4.1.4^{7}.1^{5}]dodecane-4,11-dione | 65652-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 6,12-Diphenyl-3,10-dioxadispiro[4.1.4^{7}.1^{5}]dodecane-4,11-dione
• 英文别名: 6,12-diphenyl-3,10-dioxadispiro[4.1.47.15]dodecane-4,11-dione
• CAS: 65652-25-7
• 化学式: C₂₂H₂₀O₄
• 分子量: 348.398
• InChiKey: ILSVCNSQKQJCEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 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：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (Z)-α-benzylidene-γ-butyrolactone 以 neat (no solvent, solid phase) 为溶剂， 反应 0.17h， 生成 6,12-Diphenyl-3,10-dioxadispiro[4.1.4^{7}.1^{5}]dodecane-4,11-dione
  参考文献：
  名称：

  Surface and Bulk Effects in Photochemical Reactions and Photomechanical Effects in Dynamic Molecular Crystals

  摘要：

  The increasing number of reports on photomechanical effects in molecular crystals necessitates systematic studies to understand the intrinsic and external effectors that determine and have predictive power of their type and magnitude. Differential light absorption and product gradient between the surface and the bulk of the crystal are often invoked to qualitatively explain the mechanical response of crystals to light; however, the details on how this difference in photochemical response accounts for macroscopic effects such as surface modification, deformation, or disintegration of crystals are yet to be established. Using both bulk- and surface-sensitive analytical techniques, a rare instance of benzylidenefuranone crystals is studied here, and it is capable of several distinct types of photomechanical response including surface striation and delamination, photosalient effect (ballistic disintegration and motion), and photoinduced bending by dimerization. The results provide a holistic view on these effects and set the stage for the development of overarching theoretical models to describe the photomechanics in the ordered solid state.

  DOI：

  10.1021/jacs.5b07806

文献信息

• MINAMI T.; MATSUMOTO M.; SUGANUMA H.; AGAWA T., J. ORG. CHEM., 1978, 43, NO 11, 2149-2153
  作者：MINAMI T.、 MATSUMOTO M.、 SUGANUMA H.、 AGAWA T.

  DOI：——

  日期：——
• Surface and Bulk Effects in Photochemical Reactions and Photomechanical Effects in Dynamic Molecular Crystals
  作者：Naba K. Nath、Tomče Runčevski、Chia-Yun Lai、Matteo Chiesa、Robert E. Dinnebier、Panče Naumov

  DOI：10.1021/jacs.5b07806

  日期：2015.11.4

  The increasing number of reports on photomechanical effects in molecular crystals necessitates systematic studies to understand the intrinsic and external effectors that determine and have predictive power of their type and magnitude. Differential light absorption and product gradient between the surface and the bulk of the crystal are often invoked to qualitatively explain the mechanical response of crystals to light; however, the details on how this difference in photochemical response accounts for macroscopic effects such as surface modification, deformation, or disintegration of crystals are yet to be established. Using both bulk- and surface-sensitive analytical techniques, a rare instance of benzylidenefuranone crystals is studied here, and it is capable of several distinct types of photomechanical response including surface striation and delamination, photosalient effect (ballistic disintegration and motion), and photoinduced bending by dimerization. The results provide a holistic view on these effects and set the stage for the development of overarching theoretical models to describe the photomechanics in the ordered solid state.