5-Bromo-1',3',3'-trimethylspiro[8,9,10,11-tetrahydro-[1]benzofuro[3,2-f]chromene-3,2'-indole] | 325455-85-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5-Bromo-1',3',3'-trimethylspiro[8,9,10,11-tetrahydro-[1]benzofuro[3,2-f]chromene-3,2'-indole]
• CAS: 325455-85-4
• 化学式: C₂₅H₂₄BrNO₂
• 分子量: 450.375
• InChiKey: QQAQTEMRIHOQSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  29
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  25.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Bromo-1',3',3'-trimethylspiro[8,9,10,11-tetrahydro-[1]benzofuro[3,2-f]chromene-3,2'-indole] 生成
  参考文献：
  名称：

  Photo-and thermochromic spiranes. 25. New indolinospiropyrans containing a condensed furan fragment

  摘要：

  DOI：

  10.1007/s10593-006-0170-7
• 作为产物：
  描述：

  1,2,3,3-tetramethyl-3H-indolium perchlorate 、 6-bromo-5-hydroxy-2,3-tetramethylenebenzo[b]furan-4-carbaldehyde 在 哌啶 作用下， 以 异丙醇 为溶剂， 以83%的产率得到5-Bromo-1',3',3'-trimethylspiro[8,9,10,11-tetrahydro-[1]benzofuro[3,2-f]chromene-3,2'-indole]
  参考文献：
  名称：

  Photo-and thermochromic spiranes. 25. New indolinospiropyrans containing a condensed furan fragment

  摘要：

  DOI：

  10.1007/s10593-006-0170-7

文献信息

• Photochromic Spiro[7H-furo(3,2-f)-(2H-1)-benzopyran-7,2’-indolines]: Experimental and Computational Evidence for the Elusive Intermediate of the Photoinitiated Ring Opening Reaction of Spiropyrans
  作者：A. V. Metelitsa、I. V. Dorogan、B. S. Lukyanov、V. I. Minkin、S. O. Besugliy、J. C. Micheau

  DOI：10.1080/15421400590946154

  日期：2005.5.1

  6-(tert-butyl) derivative 1d , the formation of an acoplanar cis-cisoid intermediate, the lifetime of which at 77 K is long enough to observe its absorption and fluorescence spectra, has been detected. The occurrence of the intermediate on the reaction paths for the thermal and photoinitiated ring-opening processes has been also shown by DFT calculations.

  摘要 1',3',3'-三甲基-1,2-四亚甲基螺[7H-呋喃(3,2-f)-(2H-1)-苯并吡喃-7系列的光致变色行为、吸收和发光光谱,2'-二氢吲哚] 1 进行了研究。在 6-(叔丁基) 衍生物 1d 的情况下，已检测到非共面顺式-顺式中间体的形成，其在 77 K 下的寿命足以观察其吸收和荧光光谱。DFT 计算也显示了在热和光引发开环过程的反应路径上出现中间体。
• Novel indolinospiropyrans containing a condensed furan moiety
  作者：B. S. Luk'yanov、E. N. Shepelenko、V. A. Bren'、A. O. Bulanov

  DOI：10.1007/bf02256926

  日期：2000.7
• Photo-and thermochromic spiranes 30*. Comparative study by X-ray structural analysis of the structure of spiropyrans of the indoline series containing a condensed furan fragment
  作者：B. S. Lukyanov、A. N. Utenyshev、V. V. Tkachev、S. M. Aldoshin、V. I. Minkin、M. B. Lukyanova、Yu. S. Alekseenko

  DOI：10.1007/s10593-008-0034-4

  日期：2008.2

  The structure of an indoline spiropyran of molecular formula C29H33NO2 has been studied by X-ray crystallographic analysis. Structural parameters have been determined for this spiropyran, containing a condensed furan fragment with a tert-butyl group, in comparison with the structure of other spiropyrans of this series. The observation in the absorption spectrum of a photoinduced cis-cis isomer is linked with its stabilization by the steric effect of the bulky tert-butyl group and the strength of barriers at 77 K.