(2-methylpropyl)diphenylchlorosilane | 81851-76-5

• 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: (2-methylpropyl)diphenylchlorosilane
• 英文别名: chloro(isobutyl)diphenylsilane；Chloro-(2-methylpropyl)-diphenylsilane
• CAS: 81851-76-5
• 化学式: C₁₆H₁₉ClSi
• 分子量: 274.865
• InChiKey: CJNOEUSWRNOUNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2',3'-异丙叉腺苷 、 (2-methylpropyl)diphenylchlorosilane 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 4.0h， 以86%的产率得到2',3'-O-isopropylidene-5'-O-(2-methylpropyl)diphenylsilyl-adenosine
  参考文献：
  名称：

  Gel formation properties of a uracil-appended cholesterol gelator and cooperative effects of the complementary nucleobases

  摘要：

  We designed and synthesized a uracil-appended cholesterol gelator (1) in order to control the gel stability and the gel morphology by addition of the complementary and non-complementary nucleobase derivatives. Compound 1 forms columnar stacks in cyclohexane due to the van der Waals interaction (cholesterol-cholesterol interaction) and the intergelator hydrogen bonding between uracil moieties. Addition of a 'monomeric' adenosine (3) into the gel only decreases the stability with increasing the concentration. The destabilization is ascribed to a lack of intergelator hydrogen bonding accompanied with forming the complementary base pairs between 1 and 3. In contrast, addition of adenine-appended cholesterol (7) induces a different behavior; with increasing 7 concentration the mixed gel is initially stabilized and then destabilized, giving rise to a maximum at the ratio of 1/7= 1:1 for the T-gel plot. One may consider, therefore, that when the additive has a common, column-forming cholesterol moiety, the cholesterol-cholesterol interaction can operate cooperatively with the complementary base pairing. In addition, the gel fiber structure is clearly changed by the addition of 7. Taking the fact that there is no report for such an additive effect inducing a structural change with maintaining the gel stability into consideration, our attempt combining cholesterol columnar stacks with the nucleobase additives provides a new methodology to control the stability and the morphology of organogels. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01059-1
• 作为产物：
  描述：

  ISOBUTYLMAGNESIUM BROMIDE 、 二苯二氯硅烷 以 乙醚 为溶剂， 生成 (2-methylpropyl)diphenylchlorosilane
  参考文献：
  名称：

  Symmetrical alkoxysilyl ethers. A new class of alcohol-protecting groups. Preparation of tert-butoxydiphenylsilyl ethers

  摘要：

  DOI：

  10.1021/jo00246a038

文献信息

• Desymmetrization‐Oriented Enantioselective Synthesis of Silicon‐Stereogenic Silanes by Palladium‐Catalyzed C−H Olefinations
  作者：Yan Lin、Wei‐Yang Ma、Zheng Xu、Zhan‐Jiang Zheng、Jian Cao、Ke‐Fang Yang、Yu‐Ming Cui、Li‐Wen Xu

  DOI：10.1002/asia.201900408

  日期：2019.6.14

  A palladium‐catalyzed chelation‐assisted enantioselective C−H olefination of symmetrically diaryl‐substituted tetraorganosilicon derivatives was developed, enabling the generation of nitrogen‐containing silicon‐stereogenic tetraorganosilicon compounds with modest to good yields and good to excellent enantioselectivities (up to 95.5:4.5 e.r.). The Thorpe–Ingold effect exerted by the substituents on

  已开发出钯催化的对称二芳基取代的四有机硅衍生物的螯合辅助对映选择性C H烯化反应，能够生成产率适中至良好且优良至优异对映选择性的含氮硅立体异构四有机硅化合物（高达95.5：4.5） er）。观察到，取代基在硅上产生的索普-英戈尔德效应对烯化产物的形成有深远的影响，该产物进一步转化为其他相关的手性有机硅烷，而不会损失对映体纯度，因此证明了已开发的对映选择性烯化的合成效用。
• Lithiation of a Silyl Ether: Formation of an<i>ortho</i>-Fries Hydroxyketone
  作者：Hong-Jay Lo、Chin-Yin Lin、Mei-Chun Tseng、Rong-Jie Chein

  DOI：10.1002/anie.201404495

  日期：2014.8.18

  N‐diethylarylamide using CIPE‐assisted α‐silyl carbanions (CIPE=complex‐induced proximity effect) has been developed using a simple reagent combination of LDA (lithium diisopropylamide) and chlorosilane. A study of the mechanism, and the application of the procedure to an anionic Snieckus–Fries rearrangement for a highly efficient synthesis of the potent phosphatidylinositol 3‐kinase (PI3K) inhibitor LY294002

  使用LDA（二异丙基锂酰胺）和氯硅烷的简单试剂组合，开发了使用CIPE辅助的α-甲硅烷基碳负离子对N，N-二乙基芳基酰胺进行羟基定向的烷基化反应（CIPE =络合物诱导的邻近效应）。报道了对该机理的研究，以及该方法在阴离子Snieckus-Fries重排中的应用，以高效合成强效磷脂酰肌醇3-激酶（PI3K）抑制剂LY294002。