1,1,3,3-Tetramethyl-5,6-didehydrobenzo[c][1,2,5]oxadisilole | 887503-73-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1,1,3,3-Tetramethyl-5,6-didehydrobenzo[c][1,2,5]oxadisilole
• 英文别名: 1,1,3,3-tetramethyl-5,6-didehydrobenzo[c][1,2,5]oxadisilole
• CAS: 887503-73-3
• 化学式: C₁₀H₁₄OSi₂
• 分子量: 206.392
• InChiKey: XTVYWJXZSYWJRS-UHFFFAOYSA-N

物化性质

• 沸点：
  166.0±40.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1,3,3-Tetramethyl-5,6-didehydrobenzo[c][1,2,5]oxadisilole 在 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 7.0h， 生成 3-(4-Methoxyphenyl)-8,8,10,10-tetramethyl-2,4-dihydro-[2,1,3]benzoxadisilolo[5,6-h][1,3]benzoxazine
  参考文献：
  名称：

  Synthesis and characterization of oxadisilole-fused-3,4-dihydro-2H-naphtho[2,1-e]-1,3-oxazines and 3,4-dihydro-2H-anthra[2,1-e]-1,3-oxazines

  摘要：

  Oxadisilole-fused-3,4-dihydro-2H-naphtho[2,1-e]-1,3-oxazines and 3,4-dihydro-2H-anthra[2,1-e]-1,3-oxazines were synthesized through an eco-friendly Mannich type condensation-cyclization reaction of oxadisilole-fused-1-naphthalenol or 1-anthracenol with formaldehyde and primary amines at ambient temperature in high to excellent yields. The photophysical, electrochemical, and thermal properties of these 3,4-dihydro-2H-anthra[2,1-e]-1,3-oxazine derivatives were also studied. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.05.052
• 作为产物：
  描述：

  1,3,5,7-tetrahydro-1,1,3,3,5,5,7,7-octamethylbenzo[1,2-c:4,5-c']bis[1,2,5]oxadisilole 在 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 反应 5.5h， 生成 1,1,3,3-Tetramethyl-5,6-didehydrobenzo[c][1,2,5]oxadisilole
  参考文献：
  名称：

  Synthesis of naphthoxindoles, anthraoxindoles and phenanthrofuranones from arynes

  摘要：

  An efficient process for the synthesis of naphthoxindoles, anthraoxindoles and phenanthrofuranones by Diels-Alder reactions and dehydrogenation aromatization reactions of benzyne or naphthyne with methyleneindolinones or methylenebenzofuranones in good yields. The photophysical, redox, and thermal properties of oxadisilole fused naphthoxindoles and anthraoxindoles have been determined. This compounds show potential applications for organic light-emitting materials due to their high fluorescence quantum yields and thermal stabilities. (C) 2019 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2019.130638

文献信息

• Oxadisilole-Fused Isoindole
  作者：Albert Lee、Ya-Li Chen、Man-Ho Lee、Wai-Yeung Wong

  DOI：10.1055/s-2006-950420

  日期：2006.9

  The first synthesis of monooxadisilole- and bisoxadisilole-fused isoindoles and their [4+2]-cycloaddition reactions are reported. Deprotection of the cycloadducts leads to the formation of oxadisilole-fused benzoquinones. The structure of the bisoxadisilole-fused isoindole (2b) is confirmed by X-ray analysis.

  本研究首次报道了单噁二唑和双噁二唑融合异吲哚的合成及其 [4+2]- 环加成反应。环加载产物的脱保护作用导致形成噁二硅烷基融合苯醌。通过 X 射线分析证实了双噁二硅烷基融合异吲哚 (2b) 的结构。
• Synthesis and characterization of oxadisilole fused benzo[b]triphenylene
  作者：Ya-Li Chen、Man-Shing Wong、Wai-Yeung Wong、Albert W.M. Lee

  DOI：10.1016/j.tetlet.2007.01.174

  日期：2007.3

  Palladium-catalyzed [2+2+2] cyclotrimerization reactions between benzyne and oxadisilole fused oxabicyclic alkenes afforded the exo-adducts. Deoxygenation with BF3 center dot OMe2 yielded mono- and bis-oxadisilole fused benzo[b]triphenylene. The photophysical properties of the oxadisilole fused benzo[b]triphenylenes were characterized. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of oxadisilole-fused-3,4-dihydro-2H-naphtho[2,1-e]-1,3-oxazines and 3,4-dihydro-2H-anthra[2,1-e]-1,3-oxazines
  作者：Di Xu、Yibei Lin、Yali Chen、Jie Zhang、Weiguo Cao、Jie Chen、Man Shing Wong

  DOI：10.1016/j.tet.2013.05.052

  日期：2013.7

  Oxadisilole-fused-3,4-dihydro-2H-naphtho[2,1-e]-1,3-oxazines and 3,4-dihydro-2H-anthra[2,1-e]-1,3-oxazines were synthesized through an eco-friendly Mannich type condensation-cyclization reaction of oxadisilole-fused-1-naphthalenol or 1-anthracenol with formaldehyde and primary amines at ambient temperature in high to excellent yields. The photophysical, electrochemical, and thermal properties of these 3,4-dihydro-2H-anthra[2,1-e]-1,3-oxazine derivatives were also studied. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of naphthoxindoles, anthraoxindoles and phenanthrofuranones from arynes
  作者：Peng Xiao、Weiguo Cao、Jie Chen、Yali Chen

  DOI：10.1016/j.tet.2019.130638

  日期：2019.11

  An efficient process for the synthesis of naphthoxindoles, anthraoxindoles and phenanthrofuranones by Diels-Alder reactions and dehydrogenation aromatization reactions of benzyne or naphthyne with methyleneindolinones or methylenebenzofuranones in good yields. The photophysical, redox, and thermal properties of oxadisilole fused naphthoxindoles and anthraoxindoles have been determined. This compounds show potential applications for organic light-emitting materials due to their high fluorescence quantum yields and thermal stabilities. (C) 2019 Published by Elsevier Ltd.