bis(2-[1,3]-dioxolan-2-yl-phenyl)dimethylgermane | 1042734-11-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: bis(2-[1,3]-dioxolan-2-yl-phenyl)dimethylgermane
• 英文别名: bis(2-(1,3-dioxolan-2-yl)phenyl)dimethylgermane
• CAS: 1042734-11-1
• 化学式: C₂₀H₂₄GeO₄
• 分子量: 400.998
• InChiKey: YOVWDWSTYWDUCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  bis(2-[1,3]-dioxolan-2-yl-phenyl)dimethylgermane 在 高氯酸 、 溶剂黄146 作用下， 以 水 、 丙酮 为溶剂， 反应 5.0h， 生成 bis(2-(4,5-diphenyl-1H-imidazol-2-yl)phenyl)dimethylgermane
  参考文献：
  名称：

  Fast Photochromism of the Imidazole Dimers Bridged by Group 14 Atoms

  摘要：

  We developed fast photochromic imidazole dimers bridged by group 14 atoms. These compounds reversibly break the C-N bond to generate the colored open-ring biradical form. The colored form thermally reproduces the initial colorless form in the microsecond time scales. Furthermore, the color of the biradical can be easily controlled by the introduction of two different types of the imidazolyl radicals. These results give attractive insights for the further development of fast photochromic imidazole dimers.

  DOI：

  10.1021/acs.orglett.0c02072
• 作为产物：
  描述：

  2-溴苯甲醛乙烯醛 、 二氯二甲基锗 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以76%的产率得到bis(2-[1,3]-dioxolan-2-yl-phenyl)dimethylgermane
  参考文献：
  名称：

  Synthesis of Fused 1-Sila-, 1-Germa-, and 1-Selenacyclohepta-2,4,6-trienes

  摘要：

  A concise route to I-sila-, 1-germa-, and I-selenacyclohepta-2,4,6-trienes containing two fused benzo[b]thiophene units is described. Metalation of the ethylene acetal of 3-bromobenzo[b]thiophene2-carboxaldehyde and subsequent quenching with Me2SiCI2, Me2GeCI2, or (PhS02)2Se gave the corresponding bis(benzo[b]thiophen-3-yl)silane, -germane, or -selenide, respectively, which were subjected to deprotection, followed by McMurry coupling, eventually affording the target compounds in good overall yields. It was also concluded that application of this approach to synthesis of related benzo-fused metallacyclohepta-2,4,6-trienes is limited to electron-deficient targets, as attempts involving electronrich substrates faile d or gave only low yields at the final McMurry coupling stage.

  DOI：

  10.1021/om8003114