7-((tert-butyldimethylsilyl)oxy)-1-(2-((trimethylsilyl)ethynyl)cyclohex-1-en-1-yl)hepta-2,4-diyn-1-one | 1448613-93-1

• 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: 7-((tert-butyldimethylsilyl)oxy)-1-(2-((trimethylsilyl)ethynyl)cyclohex-1-en-1-yl)hepta-2,4-diyn-1-one
• 英文别名: 7-[Tert-butyl(dimethyl)silyl]oxy-1-[2-(2-trimethylsilylethynyl)cyclohexen-1-yl]hepta-2,4-diyn-1-one；7-[tert-butyl(dimethyl)silyl]oxy-1-[2-(2-trimethylsilylethynyl)cyclohexen-1-yl]hepta-2,4-diyn-1-one
• CAS: 1448613-93-1
• 化学式: C₂₄H₃₆O₂Si₂
• 分子量: 412.72
• InChiKey: GZQSTRKKCATPSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-((tert-butyldimethylsilyl)oxy)-1-(2-((trimethylsilyl)ethynyl)cyclohex-1-en-1-yl)hepta-2,4-diyn-1-one 以 氘代氯仿 为溶剂， 反应 48.0h， 以95%的产率得到10-(tert-butyldimethylsilyl)-4-(trimethylsilyl)-2,3,5,6,7,8-hexahydro-9H-fluoreno[2,3-b]furan-9-one
  参考文献：
  名称：

  CYCLIZATION METHODS

  摘要：

  该发明提供了在温和条件下将聚炔化合物环化为环状化合物的方法。

  公开号：

  US20130197241A1
• 作为产物：
  描述：

  2-((三甲基甲硅烷基)乙炔基)环己-1-烯-1-甲醛 在 manganese(IV) oxide 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 7-((tert-butyldimethylsilyl)oxy)-1-(2-((trimethylsilyl)ethynyl)cyclohex-1-en-1-yl)hepta-2,4-diyn-1-one
  参考文献：
  名称：

  Differential Scanning Calorimetry (DSC) as a Tool for Probing the Reactivity of Polyynes Relevant to Hexadehydro-Diels–Alder (HDDA) Cascades

  摘要：

  The differential scanning calorimetry (DSC) behavior of a number of alkyne-rich compounds is described. The DSC trace for each compound exhibits an exothermic event at a characteristic onset temperature. For the tri- and tetraynes whose [4 + 2] HDDA reactivity in solution has been determined, these onset temperatures show a strong correlation with the cyclization activation energy. The studies reported here exemplify how the data available through this operationally simple analytical technique can give valuable insights into the thermal behavior of small molecules.

  DOI：

  10.1021/ol503162k

文献信息

• CYCLIZATION METHODS
  申请人：MINNESOTA REGENTS OF THE UNIVERSITY OF

  公开号：US20130197241A1

  公开（公告）日：2013-08-01

  The invention provides methods for cyclizing poly-yne compounds under mild conditions to provide cyclic compounds.

  该发明提供了在温和条件下将聚炔化合物环化为环状化合物的方法。
• Rates of Hexadehydro-Diels–Alder (HDDA) Cyclizations: Impact of the Linker Structure
  作者：Brian P. Woods、Beeraiah Baire、Thomas R. Hoye

  DOI：10.1021/ol502131r

  日期：2014.9.5

  The rates of the hexadehydro-Diels-Alder (HDDA) reaction of substrates containing, minimally, a 1,3,8-triyne subunit are reported. Several series of related substrates, differing in the nature of the three-atom tether that links the 1,3-diyne and diynophile, were examined. Seemingly small changes in substrate structure result in large differences in cyclization rate, spanning more than 8 orders of magnitude. The reactivity trends revealed by these studies should prove useful in guiding substrate design and choice of reaction conditions in future applications.
• Differential Scanning Calorimetry (DSC) as a Tool for Probing the Reactivity of Polyynes Relevant to Hexadehydro-Diels–Alder (HDDA) Cascades
  作者：Brian P. Woods、Thomas R. Hoye

  DOI：10.1021/ol503162k

  日期：2014.12.19

  The differential scanning calorimetry (DSC) behavior of a number of alkyne-rich compounds is described. The DSC trace for each compound exhibits an exothermic event at a characteristic onset temperature. For the tri- and tetraynes whose [4 + 2] HDDA reactivity in solution has been determined, these onset temperatures show a strong correlation with the cyclization activation energy. The studies reported here exemplify how the data available through this operationally simple analytical technique can give valuable insights into the thermal behavior of small molecules.