diphenyl-(-)-menthoxysilane | 63513-01-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: diphenyl-(-)-menthoxysilane
• 英文别名: diphenyl(1-menthoxyl)silane；[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-diphenylsilane
• CAS: 63513-01-9
• 化学式: C₂₂H₃₀OSi
• 分子量: 338.565
• InChiKey: QKQNGPAOKXJATO-BVYCBKJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  苯乙炔 、 diphenyl-(-)-menthoxysilane 在 Grubbs catalyst first generation 作用下， 反应 4.0h， 生成 [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]oxy-diphenyl-[(Z)-2-phenylethenyl]silane 、
  参考文献：
  名称：

  钌卡宾配合物催化炔烃的氢化硅烷化

  摘要：

  末端炔烃与各种由Cl 2（PCy 3）2 RuCHPh（1）催化的硅烷进行硅氢加成反应，主要是通过反式加成得到的Z-异构体，收率很高。观察到紧邻三键的羟基的存在发挥强的导向作用，导致高度选择性地形成α-异构体。证明了均炔丙基甲硅烷基醚的分子内氢化硅烷化产生了顺式加成产物。

  DOI：

  10.1016/j.tetlet.2004.11.025
• 作为产物：
  描述：

  L-薄荷醇 、 二苯基硅烷 在 cesium fluoride 作用下， 以 二氯甲烷 为溶剂， 生成 diphenyl-(-)-menthoxysilane
  参考文献：
  名称：

  WO2008/39154

  摘要：

  公开号：
• 作为试剂：
  描述：

  苯乙酮 在 diphenyl-(-)-menthoxysilane 作用下， 反应 72.0h， 生成 (S)-(-)-1-苯乙醇 、 (R)-(+)-1-苯基乙醇
  参考文献：
  名称：

  聚-N-杂环卡宾粒子上酮和亚胺的氢化硅烷化

  摘要：

  Abstractmagnified imageN‐Heterocyclic carbene (NHC)‐catalyzed ketone/imine hydrosilylation, silane alcohol condensation and asymmetric ketone hydrosilylation reactions were demonstrated for the first time over solid, main‐chain poly‐NHC particles. The stable and robust poly‐NHC particles were easily recovered, and exhibited good catalytic recyclability. A novel chiral induction protocol with a cheap and easily accessible secondary alcohol as the chiral source was also developed in this catalytic system.

  DOI：

  10.1002/adsc.200800815

文献信息

• Activation of silanes by Grubbs’ carbene complex Cl2(PCy3)2RuCHPh: dehydrogenative condensation of alcohols and hydrosilylation of carbonyls
  作者：Sarah V Maifeld、Reagan L Miller、Daesung Lee

  DOI：10.1016/s0040-4039(02)01385-0

  日期：2002.9

  This manuscript describes two catalytic methods for silyl ether synthesis using Grubbs’ catalyst Cl2(PCy3)2RuCHPh. Silyl ethers are obtained from the reaction of a variety of silanes with alcohols by dehydrogenative condensation and by the hydrosilylation of carbonyl compounds. Both reactions occur under neat conditions.

  这个手稿描述了使用Grubbs催化剂Cl作为甲硅烷基醚的合成两个催化方法2（PCY 3）2 RuCHPh。甲硅烷基醚是由各种硅烷与醇通过脱氢缩合反应和羰基化合物的氢化硅烷化反应制得的。两种反应均在纯净条件下发生。
• Heterogeneous catalysis in the presence of salts and without solvent
  作者：J. Boyer、R.J.P. Corriu、R. Perz、C. Reye

  DOI：10.1016/s0022-328x(00)92283-6

  日期：1978.9
• WO2008/39154
  申请人：——

  公开号：——

  公开（公告）日：——
• Hydrosilylation of Ketone and Imine over Poly-N-Heterocyclic Carbene Particles
  作者：MeiXuan Tan、Yugen Zhang、Jackie Y. Ying

  DOI：10.1002/adsc.200800815

  日期：2009.6

  Abstractmagnified imageN‐Heterocyclic carbene (NHC)‐catalyzed ketone/imine hydrosilylation, silane alcohol condensation and asymmetric ketone hydrosilylation reactions were demonstrated for the first time over solid, main‐chain poly‐NHC particles. The stable and robust poly‐NHC particles were easily recovered, and exhibited good catalytic recyclability. A novel chiral induction protocol with a cheap and easily accessible secondary alcohol as the chiral source was also developed in this catalytic system.
• Hydrosilylation of alkynes catalyzed by ruthenium carbene complexes
  作者：Sarah V. Maifeld、Michael N. Tran、Daesung Lee

  DOI：10.1016/j.tetlet.2004.11.025

  日期：2005.1

  Hydrosilylation of terminal alkynes with a variety of silanes catalyzed by Cl2(PCy3)2RuCHPh (1) affords mainly the Z-isomer via trans addition in excellent yields. The presence of a hydroxyl group in close proximity to the triple bond was observed to exert a strong directing effect, resulting in the highly selective formation of the α-isomer. Intramolecular hydrosilylation of a homopropargylic silyl

  末端炔烃与各种由Cl 2（PCy 3）2 RuCHPh（1）催化的硅烷进行硅氢加成反应，主要是通过反式加成得到的Z-异构体，收率很高。观察到紧邻三键的羟基的存在发挥强的导向作用，导致高度选择性地形成α-异构体。证明了均炔丙基甲硅烷基醚的分子内氢化硅烷化产生了顺式加成产物。