1,1,3,3-tetramethyl-1-((4-methylbenzyl)oxy)disiloxane

• 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-1-((4-methylbenzyl)oxy)disiloxane
• 英文别名: Dimethylsilyloxy-dimethyl-[(4-methylphenyl)methoxy]silane；dimethylsilyloxy-dimethyl-[(4-methylphenyl)methoxy]silane
• 化学式: C₁₂H₂₂O₂Si₂
• 分子量: 254.476
• InChiKey: DOZYYOKHRQBMFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1,1,3,3-tetramethyl-1-((4-methylbenzyl)oxy)disiloxane 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 以100%的产率得到(4-甲基苯基)甲醇
  参考文献：
  名称：

  Efficient hydrosilylation of carbonyl compounds by 1,1,3,3-tetramethyldisiloxane catalyzed by Au/TiO2

  摘要：

  1,1,3,3-Tetramethyldisiloxane (TMDS) is a highly reactive reducing reagent in the Au/TiO2-catalyzed hydrosilylation of carbonyl compounds relative to monohydrosilanes. The reduction of aldehydes or ketones with TMDS can be performed on many occasions at ambient conditions within short reaction times and at low loading levels of gold, whereas typical monohydrosilanes require excess heating and prolonged time for completion. The product yields are excellent, while almost stoichiometric amounts of carbonyl compounds and TMDS can be used. It is postulated that the enhanced reactivity of TMDS is attributed to the formation of a gold dihydride intermediate. This intermediate is also supported by the fact that double hydrosilylation of carbonyl compounds by TMDS is a negligible pathway. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.094
• 作为产物：
  描述：

  1,1,3,3-四甲基二硅氧烷 、 对甲基苯甲醛 在 2C₂₄BF₂₀^(1-)*C₂₁H₁₆N₃P⁽²⁺⁾ 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1,1,3,3-tetramethyl-1-((4-methylbenzyl)oxy)disiloxane
  参考文献：
  名称：

  在温和条件下 由空气稳定的磷（iii）指示介导的羰基和烯烃氢化硅烷化†

  摘要：

  已显示出易于获得的，空气稳定的路易斯酸[（terpy）PPh] [B（C 6 F 5）4 ] 2 1可介导醛，酮和烯烃的氢化硅烷化。考虑了这些氢甲硅烷基化的效用和机理。

  DOI：

  10.1039/c9cc02460c

文献信息

• Carbonyl and olefin hydrosilylation mediated by an air-stable phosphorus(<scp>iii</scp>) dication under mild conditions
  作者：Ryan J. Andrews、Saurabh S. Chitnis、Douglas W. Stephan

  DOI：10.1039/c9cc02460c

  日期：——

  The readily-accessible, air-stable Lewis acid [(terpy)PPh][B(C6F5)4]21 is shown to mediate the hydrosilylation of aldehydes, ketones, and olefins. The utility and mechanism of these hydrosilylations are considered.

  已显示出易于获得的，空气稳定的路易斯酸[（terpy）PPh] [B（C 6 F 5）4 ] 2 1可介导醛，酮和烯烃的氢化硅烷化。考虑了这些氢甲硅烷基化的效用和机理。
• Efficient hydrosilylation of carbonyl compounds by 1,1,3,3-tetramethyldisiloxane catalyzed by Au/TiO2
  作者：Eleni Vasilikogiannaki、Ioannis Titilas、Charis Gryparis、Anastasia Louka、Ioannis N. Lykakis、Manolis Stratakis

  DOI：10.1016/j.tet.2014.03.094

  日期：2014.9

  1,1,3,3-Tetramethyldisiloxane (TMDS) is a highly reactive reducing reagent in the Au/TiO2-catalyzed hydrosilylation of carbonyl compounds relative to monohydrosilanes. The reduction of aldehydes or ketones with TMDS can be performed on many occasions at ambient conditions within short reaction times and at low loading levels of gold, whereas typical monohydrosilanes require excess heating and prolonged time for completion. The product yields are excellent, while almost stoichiometric amounts of carbonyl compounds and TMDS can be used. It is postulated that the enhanced reactivity of TMDS is attributed to the formation of a gold dihydride intermediate. This intermediate is also supported by the fact that double hydrosilylation of carbonyl compounds by TMDS is a negligible pathway. (C) 2014 Elsevier Ltd. All rights reserved.