4-(t-butyldiphenylsilyl)phenylmagnesium bromide | 212832-66-1

• 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: 4-(t-butyldiphenylsilyl)phenylmagnesium bromide
• CAS: 212832-66-1
• 化学式: C₂₂H₂₃BrMgSi
• 分子量: 419.719
• InChiKey: MJLJTRHANMVAOG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  25.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  4-(t-butyldiphenylsilyl)phenylmagnesium bromide 在 正丁基锂 、 1,2-双(二苯基膦)乙烷氯化镍 、 四甲基乙二胺 作用下， 反应 18.0h， 生成 2'-[4-(tert-Butyl-diphenyl-silanyl)-phenyl]-2-methoxymethoxy-[1,1']binaphthalenyl-3-carbaldehyde
  参考文献：
  名称：

  Highly enantioselective benzylic hydroxylation with concave type of (salen)manganese(III) complex

  摘要：

  Newly-designed optically active (salen)manganese(III) complexes (5) catalyze highly enantioselective benzylic hydroxylation and moderate level of enantiomer-differentiating oxidation (kinetic resolution) of the resulting benzylic alcohols. Thus, the enantiomeric excess of hydroxylation product was increased through kinetic resolution, as the reaction time was prolonged. For example, enantiomeric excess of 3,3-dimelhylindan-1-ol, the hydroxylation product of 1,1-dimethylindan using 5a as a catalyst in chlorobenzene, was 84% after 10 min and 90% alter 20 h. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00603-6
• 作为产物：
  描述：

  (4-Bromo-phenyl)-tert-butyl-diphenyl-silane 在 magnesium 、 1,2-二溴乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 4-(t-butyldiphenylsilyl)phenylmagnesium bromide
  参考文献：
  名称：

  Highly enantioselective benzylic hydroxylation with concave type of (salen)manganese(III) complex

  摘要：

  Newly-designed optically active (salen)manganese(III) complexes (5) catalyze highly enantioselective benzylic hydroxylation and moderate level of enantiomer-differentiating oxidation (kinetic resolution) of the resulting benzylic alcohols. Thus, the enantiomeric excess of hydroxylation product was increased through kinetic resolution, as the reaction time was prolonged. For example, enantiomeric excess of 3,3-dimelhylindan-1-ol, the hydroxylation product of 1,1-dimethylindan using 5a as a catalyst in chlorobenzene, was 84% after 10 min and 90% alter 20 h. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00603-6

文献信息

• Enantioselective Intramolecular Benzylic CH Bond Amination: Efficient Synthesis of Optically Active Benzosultams
  作者：Masami Ichinose、Hidehiro Suematsu、Yoichi Yasutomi、Yota Nishioka、Tatsuya Uchida、Tsutomu Katsuki

  DOI：10.1002/anie.201101801

  日期：2011.10.10

  'Salen' along: The iridium(III)–salen complex 1 efficiently catalyzes the title reaction of 2‐ethylbenzenesulfonyl azides to give five‐membered sultams with high enantioselectivity. Other 2‐alkyl‐substitued substrates lead to five‐ and six‐membered sultams with high enantioselectivity; the regioselectivity depends upon the substrate and the catalyst used. EDG=electron‐donating group.

  沿'Salen'方向移动：铱（III）-salen配合物1有效催化2-乙基苯磺酰叠氮化物的标题反应，从而产生具有高对映选择性的五元磺胺。其他的被2-烷基取代的底物导致对映体选择性高的五元和六元均聚物。区域选择性取决于所用的底物和催化剂。EDG =给电子基团。