8-(1,4,7,10,13,16-Hexaoxacyclooctadec-2-ylmethoxymethyl)-1',3',3'-trimethyl-6-nitrospiro[chromene-2,2'-indole] | 332152-78-0

• 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: 8-(1,4,7,10,13,16-Hexaoxacyclooctadec-2-ylmethoxymethyl)-1',3',3'-trimethyl-6-nitrospiro[chromene-2,2'-indole]
• CAS: 332152-78-0
• 化学式: C₃₃H₄₄N₂O₁₀
• 分子量: 628.72
• InChiKey: BIAWEVGKLQICDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  45
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  8-(1,4,7,10,13,16-Hexaoxacyclooctadec-2-ylmethoxymethyl)-1',3',3'-trimethyl-6-nitrospiro[chromene-2,2'-indole] 在 magnesium(II) perchlorate 作用下， 以 乙腈 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Photochromism of Spirobenzopyran Derivatives Bearing an Oxymethylcrown Ether Moiety:  Metal Ion-Induced Switching between Positive and Negative Photochromisms

  摘要：

  Spirobenzopyran derivatives carrying an oxymethylcrown ether moiety were synthesized, and their photochromism was studied in the presence of various metal ions in acetonitrile. The metal ion complexing ability of the crown ether moiety, in crowned spirobenzopyrans affects both thermal isomerization and photoisomerization of their spirobenzopyran moiety to a great extent. When the interaction of the crown ether moiety with a metal ion was strong enough to cause thermal isomerization of the spirobenzopyran moiety to its corresponding merocyanine form and to suppress UV-induced isomerization to the merocyanine form, a negative photochromism appears. On the other hand, a: relatively weak interaction of the crown ether moiety with a metal ion affords a positive photochromism. This phenomenon enables us to switch the photochromic behavior between positive and negative photochromisms.

  DOI：

  10.1021/jo0013756
• 作为产物：
  描述：

  3-氯甲基-5-硝基水杨醛 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 8-(1,4,7,10,13,16-Hexaoxacyclooctadec-2-ylmethoxymethyl)-1',3',3'-trimethyl-6-nitrospiro[chromene-2,2'-indole]
  参考文献：
  名称：

  Synthesis and Photochromism of Spirobenzopyran Derivatives Bearing an Oxymethylcrown Ether Moiety:  Metal Ion-Induced Switching between Positive and Negative Photochromisms

  摘要：

  Spirobenzopyran derivatives carrying an oxymethylcrown ether moiety were synthesized, and their photochromism was studied in the presence of various metal ions in acetonitrile. The metal ion complexing ability of the crown ether moiety, in crowned spirobenzopyrans affects both thermal isomerization and photoisomerization of their spirobenzopyran moiety to a great extent. When the interaction of the crown ether moiety with a metal ion was strong enough to cause thermal isomerization of the spirobenzopyran moiety to its corresponding merocyanine form and to suppress UV-induced isomerization to the merocyanine form, a negative photochromism appears. On the other hand, a: relatively weak interaction of the crown ether moiety with a metal ion affords a positive photochromism. This phenomenon enables us to switch the photochromic behavior between positive and negative photochromisms.

  DOI：

  10.1021/jo0013756

文献信息

• Synthesis and Photochromism of Spirobenzopyran Derivatives Bearing an Oxymethylcrown Ether Moiety:  Metal Ion-Induced Switching between Positive and Negative Photochromisms
  作者：Mutsuo Tanaka、Makoto Nakamura、M. A. Abdussalam Salhin、Tomokazu Ikeda、Kenji Kamada、Hisanori Ando、Yasuhiko Shibutani、Keiichi Kimura

  DOI：10.1021/jo0013756

  日期：2001.3.1

  Spirobenzopyran derivatives carrying an oxymethylcrown ether moiety were synthesized, and their photochromism was studied in the presence of various metal ions in acetonitrile. The metal ion complexing ability of the crown ether moiety, in crowned spirobenzopyrans affects both thermal isomerization and photoisomerization of their spirobenzopyran moiety to a great extent. When the interaction of the crown ether moiety with a metal ion was strong enough to cause thermal isomerization of the spirobenzopyran moiety to its corresponding merocyanine form and to suppress UV-induced isomerization to the merocyanine form, a negative photochromism appears. On the other hand, a: relatively weak interaction of the crown ether moiety with a metal ion affords a positive photochromism. This phenomenon enables us to switch the photochromic behavior between positive and negative photochromisms.