(3-(tert-butoxy)prop-1-yn-1-yl)triisopropylsilane

• 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: (3-(tert-butoxy)prop-1-yn-1-yl)triisopropylsilane
• 英文别名: 3-[(2-Methylpropan-2-yl)oxy]prop-1-ynyl-tri(propan-2-yl)silane
• 化学式: C₁₆H₃₂OSi
• 分子量: 268.515
• InChiKey: MKVMEAOFPXZSBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.02
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  甲基叔丁基醚 、 1-[(三异丙基硅烷基)乙炔基]-1,2-苯碘酰-3(1H)-酮 在 二苯甲酮 作用下， 反应 16.0h， 以69%的产率得到(3-(tert-butoxy)prop-1-yn-1-yl)triisopropylsilane
  参考文献：
  名称：

  Visible Light-Induced Direct S₀ → T_n Transition of Benzophenone Promotes C(sp³)–H Alkynylation of Ethers and Amides

  摘要：

  Benzophenone has an S-0 -> S-1 absorption band at 365 nm. However, the rarely reported S-0 -> T-n transition occurs upon irradiation at longer wavelengths. Herein, we employed benzophenone as a catalyst and exploited its S-0 -> T-n transition in C(sp(3))-H alkynylations with hypervalent iodine reagents. The selective benzophenone excitation prevented alkynylating reagent decomposition, enabling the reaction to proceed under mild conditions. The reaction mechanism was investigated by spectroscopic and computational studies.

  DOI：

  10.1021/acs.joc.0c01573

文献信息

• Direct acylation and alkynylation of hydrocarbons <i>via</i> synergistic decatungstate photo-HAT/nickel catalysis
  作者：Wenfeng Liu、Yang Ke、Chuhan Liu、Wangqing Kong

  DOI：10.1039/d2cc04408k

  日期：——

  Herein, we describe a protocol for the direct and selective acylation and alkynylation of the C(sp3)–H bonds of saturated hydrocarbons by synergistic decatungstate photo-HAT and nickel catalysis. This method, using cheap and easy-to-synthesize TBADT as a HAT photocatalyst, exhibits excellent site selectivity. A wide variety of high-value ketones, amides, esters, and diverse alkynes can be efficiently

  在这里，我们描述了一种通过协同十钨酸盐光-HAT 和镍催化对饱和烃的 C(sp 3 )-H 键进行直接和选择性酰化和炔基化的方案。该方法使用廉价且易于合成的 TBADT 作为 HAT 光催化剂，具有优异的位点选择性。从丰富的碳氢化合物原料中可以有效地构建各种高价值的酮、酰胺、酯和各种炔烃。
• Visible Light-Induced Direct S₀ → T_<i>n</i> Transition of Benzophenone Promotes C(sp³)–H Alkynylation of Ethers and Amides
  作者：Koki Matsumoto、Masaya Nakajima、Tetsuhiro Nemoto

  DOI：10.1021/acs.joc.0c01573

  日期：2020.9.18

  Benzophenone has an S-0 -> S-1 absorption band at 365 nm. However, the rarely reported S-0 -> T-n transition occurs upon irradiation at longer wavelengths. Herein, we employed benzophenone as a catalyst and exploited its S-0 -> T-n transition in C(sp(3))-H alkynylations with hypervalent iodine reagents. The selective benzophenone excitation prevented alkynylating reagent decomposition, enabling the reaction to proceed under mild conditions. The reaction mechanism was investigated by spectroscopic and computational studies.