bis-1,4-t-butyldiphenylsiloxybut-2-yne | 158141-90-3

• 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: bis-1,4-t-butyldiphenylsiloxybut-2-yne
• 英文别名: 2,2,11,11-tetramethyl-3,3,10,10-tetraphenyl-4,9-dioxa-3,10-disiladodec-6-yne；Tert-butyl-[4-[tert-butyl(diphenyl)silyl]oxybut-2-ynoxy]-diphenylsilane
• CAS: 158141-90-3
• 化学式: C₃₆H₄₂O₂Si₂
• 分子量: 562.899
• InChiKey: QGNVSWLPEIEMHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.14
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis-1,4-t-butyldiphenylsiloxybut-2-yne 在 bis-triphenylphosphine-palladium(II) chloride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.17h， 生成 (Z)-2,2,11,11-tetramethyl-6-(methyl-d3)-3,3,10,10-tetraphenyl-4,9-dioxa-3,10-disiladodec-6-ene-7-d
  参考文献：
  名称：

  Synthesis of [3,5,5,5-2H4]-2-C-methyl-d-erythritol, a substrate designed for the elucidation of the mevalonate independent route for isoprenoid biosynthesis

  摘要：

  2-C-Methyl-D-erythritol 4-phosphate is a key intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. In order to investigate the fate of the protons in this metabolic route, [3,5,5,5-H-2(4)]-2-C-methyl-D-erythritol was synthesized. The relevant steps allowing deuterium introduction were a palladium(II)-catalyzed hydrostannation and a coupling reaction between a vinyl iodide and a methylcyanocuprate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01769-4
• 作为产物：
  描述：

  丁炔二醇 、 叔丁基二苯基氯硅烷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以92%的产率得到bis-1,4-t-butyldiphenylsiloxybut-2-yne
  参考文献：
  名称：

  Synthesis of [3,5,5,5-2H4]-2-C-methyl-d-erythritol, a substrate designed for the elucidation of the mevalonate independent route for isoprenoid biosynthesis

  摘要：

  2-C-Methyl-D-erythritol 4-phosphate is a key intermediate in the mevalonate independent pathway for isoprenoid biosynthesis. In order to investigate the fate of the protons in this metabolic route, [3,5,5,5-H-2(4)]-2-C-methyl-D-erythritol was synthesized. The relevant steps allowing deuterium introduction were a palladium(II)-catalyzed hydrostannation and a coupling reaction between a vinyl iodide and a methylcyanocuprate. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01769-4

文献信息

• Asymmetric Ozone Oxidation of Silylalkenes Using a<i>C</i>₂-Symmetrical Dialkoxysilyl Group as a Chiral Auxiliary
  作者：Kazunobu Igawa、Yuuya Kawasaki、Kosuke Nishino、Naoto Mitsuda、Katsuhiko Tomooka

  DOI：10.1002/chem.201402996

  日期：2014.7.21

  Ozone oxidation of silyl‐substituted alkenes, namely silylalkenes, proceeds in an addition‐type manner to afford α‐silylperoxy carbonyl compounds in good to excellent yields, without the formation of normal ozonolysis products. Herein the ozone oxidation of chiral alkenylsilanes prepared from alkynes and a newly designed chiral hydrosilane is reported. The reaction affords silylperoxides with high

  甲硅烷基取代的烯烃（即甲硅烷基烯烃）的臭氧氧化反应以加成方式进行，从而以良好的产率提供了优异的α-甲硅烷基过氧羰基化合物，而没有形成常规的臭氧分解产物。本文报道了由炔烃和新设计的手性氢硅烷制得的手性烯基硅烷的臭氧氧化。该反应提供具有高非对映选择性（高达94％dr）的甲硅烷基过氧化物。甲硅烷基过氧化物可以立体有择的方式转化为对映体富集的手性酰基辅酶。
• Neutral Organic Super Electron Donors Made Catalytic
  作者：Simon Rohrbach、Rushabh S. Shah、Tell Tuttle、John A. Murphy

  DOI：10.1002/anie.201905814

  日期：2019.8.12

  Neutral organic super electron donors (SEDs) display impressive reducing power but, until now, it has not been possible to use them catalytically in radical chain reactions. This is because, following electron transfer, these donors form persistent radical cations that trap substrate‐derived radicals. This paper unlocks a conceptually new approach to super electron donors that overcomes this issue

  中性有机超电子给体（SED）显示出令人印象深刻的还原能力，但是直到现在，还不能在自由基链反应中催化使用它们。这是因为在电子转移后，这些供体形成了持久的自由基阳离子，从而捕获了底物衍生的自由基。本文开辟了一种概念性的解决超电子给体的新方法，该方法克服了这个问题，从而导致了第一个催化中性有机超电子给体。