Tert-butyl-dodec-1-ynyl-dimethylsilane | 125641-99-8

• 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: Tert-butyl-dodec-1-ynyl-dimethylsilane
• CAS: 125641-99-8
• 化学式: C₁₈H₃₆Si
• 分子量: 280.569
• InChiKey: IHEPYSLIPSLULW-UHFFFAOYSA-N

物化性质

• 沸点：
  318.7±11.0 °C(Predicted)
• 密度：
  0.813±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Tert-butyl-dodec-1-ynyl-dimethylsilane 在 二异丁基氢化铝 作用下， 以 乙醚 、 正己烷 为溶剂， 生成 (Z)-1-(tert-butyldimethylsilyl)-1-dodecene
  参考文献：
  名称：

  Platinum-Catalyzed Nucleophilic Addition of Vinylsilanes at the β-Position

  摘要：

  In the presence of catalytic amounts of PtCl(2) and metal iodides, beta-substituted vinylsilanes reacted with aldehydes at the beta-position to give allyl silyl ethers. The Pt-catalyzed addition to aromatic aldehydes proceeded efficiently in the presence of Lil. The combined use of PtCl(2) and Mnl(2) was found to be effective in addition to aliphatic aldehydes.

  DOI：

  10.1021/ol902060r
• 作为产物：
  描述：

  1-十二炔 、 叔丁基二甲基氯硅烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 生成 Tert-butyl-dodec-1-ynyl-dimethylsilane
  参考文献：
  名称：

  Platinum-Catalyzed Nucleophilic Addition of Vinylsilanes at the β-Position

  摘要：

  In the presence of catalytic amounts of PtCl(2) and metal iodides, beta-substituted vinylsilanes reacted with aldehydes at the beta-position to give allyl silyl ethers. The Pt-catalyzed addition to aromatic aldehydes proceeded efficiently in the presence of Lil. The combined use of PtCl(2) and Mnl(2) was found to be effective in addition to aliphatic aldehydes.

  DOI：

  10.1021/ol902060r

文献信息

• Regioselective synthesis of highly substituted furans via tantalum-alkyne complexes.
  作者：Yasutaka Kataoka、Makoto Tezuka、Kazuhiko Takai、Kiitiro Utimoto

  DOI：10.1016/s0040-4020(01)88488-x

  日期：1992.1

  variety of 2,3,4-trisubstituted furans are prepared by treatment of tantalum-alkyne complexes with a aldehydes followed by addition of an isocyanide in DME-PhH-THF (1:1:1). The regioselectivity of the reaction depends on the bulkiness of substituents on a acetylenes and the bulkier substituents tend to possess 4-position of the produced furans. 4-Trialkylsilyl-substitued furans are produced exclusively when

  通过用醛处理钽-炔配合物，然后在DME-PhH-THF（1：1：1）中添加异氰酸酯来制备各种2,3,4-三取代的呋喃。反应的区域选择性取决于乙炔上的取代基的体积，并且更大的取代基往往具有所产生的呋喃的4-位。当使用三烷基甲硅烷基乙炔时，仅生产4-三烷基甲硅烷基取代的呋喃。
• Reactions between tantalum- or niobium-alkyne complexes and carbonyl compounds
  作者：Yasutaka Kataoka、Jiro Miyai、Koichiro Oshima、Kazuhiko Takai、Kiitiro Utimoto

  DOI：10.1021/jo00033a015

  日期：1992.3

  A variety of tantalum-alkyne complexes are generated in situ by treatment of alkynes with low-valent tantalum derived from TaCl5 and zinc. These complexes add regioselectively to carbonyl compounds in a one-to-one fashion to yield (E)-allylic alcohols stereoselectively. Iodinolysis of the oxatantalacyclopentene, which is postulated as an intermediate of the reaction, gives a (Z)-3-iodo-2-propen-1-ol derivation. In contrast to tantalum-alkyne complexes, niobium-alkyne complexes, prepared with low-valent niobium derived from NbCl5 and zinc, add in situ to aldehydes in a one-to-two fashion to give 1,3-diene derivatives. The dienes are produced through (i) addition of the alkyne complexes with 2 equiv of aldehydes at cis vicinal positions of the alkenes and (ii) deoxygenative elimination of 2,7-dioxanioba-4-cycloheptene complexes.
• Tantalum-alkyne complexes as synthetic intermediates. Stereoselective preparation of trisubstituted allylic alcohols from acetylenes and aldehydes
  作者：Kazuhiko Takai、Y. Kataoka、K. Utimoto

  DOI：10.1021/jo00293a008

  日期：1990.3
• TAKAI, KAZUHIKO;KATAOKA, YASUTAKA;UTIMOTO, KIITIRO, J. ORG. CHEM., 55,(1990) N, C. 1707-1708
  作者：TAKAI, KAZUHIKO、KATAOKA, YASUTAKA、UTIMOTO, KIITIRO

  DOI：——

  日期：——