(1-环己基乙氧基)二苯基硅烷 | 62039-09-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (1-环己基乙氧基)二苯基硅烷
• 英文名称: 1-Cyclohexylethoxy(diphenyl)silane
• CAS: 62039-09-2
• 化学式: C₂₀H₂₆OSi
• 分子量: 310.511
• InChiKey: VBDITSNQOIJRJO-UHFFFAOYSA-N

物化性质

• 沸点：
  387.5±15.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  (1-环己基乙氧基)二苯基硅烷 在 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 1-环己基乙醇
  参考文献：
  名称：

  通过氢化硅烷化还原羰基化合物：II。带有手性膦配体的铑（I）配合物催化的氢化硅烷化反应使酮不对称还原

  摘要：

  通过使用各种氢化硅烷与具有光学活性膦配体的铑（I）配合物催化的氢化硅烷化反应，已实现了烷基苯基，二烷基和烷基环己基酮的有效不对称还原。考虑到反应的立体化学过程，提出了一种引起不对称的机理。

  DOI：

  10.1016/s0022-328x(00)92750-5
• 作为产物：
  描述：

  二苯基硅烷 、 乙酰基环己烷 在 Rh catalyst 作用下， 以 苯 为溶剂， 生成 (1-环己基乙氧基)二苯基硅烷
  参考文献：
  名称：

  通过氢化硅烷化还原羰基化合物：II。带有手性膦配体的铑（I）配合物催化的氢化硅烷化反应使酮不对称还原

  摘要：

  通过使用各种氢化硅烷与具有光学活性膦配体的铑（I）配合物催化的氢化硅烷化反应，已实现了烷基苯基，二烷基和烷基环己基酮的有效不对称还原。考虑到反应的立体化学过程，提出了一种引起不对称的机理。

  DOI：

  10.1016/s0022-328x(00)92750-5

文献信息

• Catalytic Enantioselective Hydrosilylation of Ketones with Rhodium-Phosphite Complexes Containing a TADDOLate and a Dihydrooxazole Unit
  作者：Dieter K. Heldmann、Dieter Seebach

  DOI：10.1002/(sici)1522-2675(19990707)82:7<1096::aid-hlca1096>3.0.co;2-i

  日期：1999.7.7

  New types of chiral phosphorus/nitrogen ligands, capable of forming six-membered-ring metal chelates have been prepared from alpha,alpha,alpha',alpha'-tetraaryl-1,2-dioxolane-4,5-dimethanols (TADDOLs), PCl3, and dihydrooxazole alcohols (from amino acids) (7 in Scheme 1). The X-ray crystal structure of a Rh complex of one of these ligands, 8b, has been determined (Scheme 2 and Fig.). Enantioselective hydrosilylations of dialkyl and aryl alkyl ketones with Ph2SiH2/0.01 equiv. Rh-1.7 have been studied and found to provide secondary alcohols in enantiomer ratios of up to 97: 3 (Scheme 3 and Table). The ligand prepared from (R,R)-TADDOL and the (R)-valine-derived (R)-alpha,alpha-dimethyl-4-isopropyl-4,5-dihydro gives better results than the (R,R,S)-isomer (7d vs. 7c in Scheme 3), and an i-Pr group on the 4,5-dihydrooxazole ring gives rise to a slightly better selectivity than a Ph group. With the (R,R,R)-ligands the hydrogen transfer occurs from the Re face of the oxo groups (Sclleme 4).
• WO2008/39154
  申请人：——

  公开号：——

  公开（公告）日：——
• Reduction of carbonyl compounds via hydrosilylation
  作者：Iwao Ojima、Tetsuo Kogure、Miyoko Kumagai、Shuji Horiuchi、Toshikazu Sato

  DOI：10.1016/s0022-328x(00)92750-5

  日期：1976.12

  asymmetric reduction of alkyl phenyl, dialkyl and alkyl cyclohexyl ketones has been achieved via hydrosilylation, catalyzed by a rhodium(I) complex with optically active phosphine ligands using various hydrosilanes. A mechanism of the induction of asymmetry is proposed in view of the stereochemical course of the reaction.

  通过使用各种氢化硅烷与具有光学活性膦配体的铑（I）配合物催化的氢化硅烷化反应，已实现了烷基苯基，二烷基和烷基环己基酮的有效不对称还原。考虑到反应的立体化学过程，提出了一种引起不对称的机理。
• 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.