magnesium,triethyl(ethynyl)silane,bromide | 38321-43-6

• 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: magnesium,triethyl(ethynyl)silane,bromide
• 英文别名: ((triethylsilyl)ethynyl)magnesium bromide；triethylsilylethynylmagnesium bromide；Triethylsilylacetylenmagnesiumbromid
• CAS: 38321-43-6
• 化学式: C₈H₁₅BrMgSi
• 分子量: 243.502
• InChiKey: ULSISSVUZZTBAO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  11.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  magnesium,triethyl(ethynyl)silane,bromide 在 溶剂黄146 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 all-E-1.12-Bis(triethylsilyl)dodeca-3.5.7.9-tetraen-1.11-diin
  参考文献：
  名称：

  硅烷化是乙炔化学中的一种保护方法。：多烯炔系列的合成，R 3 Si（CC）n（CHCH）4（CC）n SiR 3和H（CC）n（CHCH）4（CC）n H（n = 1，2）

  摘要：

  格氏试剂R 3 Si（CC）n MgBr（R = Me，n = 1; R = Et，n = 1,2）与THF中的环辛二烯二溴化物1偶合，得到甲硅烷基稳定的主要产物E，Z，Z，E-polyeneynes中，Me 3 SiCC（CHCH）4 CCSiMe 3 3a中，等3 SiCC（CHCH）4 CCSiEt 3图4a和Et 3的Si（C C）2（CHCH）4（CC）2 SIET 3 6A与构型异构体的Z较小比例一起，E，Z，Z 3C，所有-E图3b，图4b，图6b和其中二环辛二烯结构的化合物2，5和7被保留。辐射将富含顺式（Z）的异构体（例如3c）转化为全反式（E）产物。所述bissilyl的治疗化合物3，4和6用碱水溶液释放出各自的父polyeneynes，H（CC）Ñ（CHCH）4（CC）ñ H，在每种情况下。

  DOI：

  10.1016/0040-4020(78)88161-7

文献信息

• Mild and Phosphine-Free Iron-Catalyzed Cross-Coupling of Nonactivated Secondary Alkyl Halides with Alkynyl Grignard Reagents
  作者：Chi Wai Cheung、Peng Ren、Xile Hu

  DOI：10.1021/ol501087m

  日期：2014.5.2

  cross-coupling of nonactivated secondary alkyl bromides and iodides with alkynyl Grignard reagents at room temperature has been developed. A wide range of secondary alkyl halides and terminal alkynes are tolerated to afford the substituted alkynes in good yields. A slight modification of the reaction protocol also allows for cross-coupling with a variety of primary alkyl halides.

  已经开发出一种简单的方案，用于在室温下将非活化的仲烷基溴化物和碘化物与炔基格氏试剂进行铁催化的交叉偶联。宽范围的仲烷基卤化物和末端炔烃是可接受的，以高收率提供了取代的炔烃。反应方案的略微修改也允许与多种伯烷基卤化物交叉偶联。
• Difunctionalized {<i>closo</i>-1-CB₁₁} Clusters: 1- and 2-Amino-12-ethynylcarba-<i>closo</i>-dodecaborates
  作者：Michael Hailmann、Lorena Herkert、Alexander Himmelspach、Maik Finze

  DOI：10.1002/chem.201302931

  日期：2013.11.11

  Carba‐closo‐dodecaborate anions with two functional groups have been synthesized via a simple two‐step procedure starting from monoamino‐functionalized closo‐1‐CB11} clusters. Iodination at the antipodal boron atom provided access to [1‐H2N‐12‐I‐closo‐1‐CB11H10]− (1 a) and [2‐H2N‐12‐I‐closo‐1‐CB11H10]− (2 a), which have been transformed into the anions [1‐H2N‐12‐RCC‐closo‐1‐CB11H10]− (R=H (1 b),

  Carba-闭合碳-dodecaborate阴离子具有两个官能团已经通过从单氨基官能开始一个简单的两步法合成闭合碳-1-CB 11 }簇。碘化的对映硼原子提供的接入[1-H 2 N-12-I-闭合碳-1-CB 11 ħ 10 ] -（1）和[2-H 2 N-12-I-闭合碳-1- CB 11 ħ 10 ] -（2），其已被转化成阴离子的[1-H 2 N-12-RCC-闭合碳-1-CB 11ħ 10 ] -（R = H（图1b）中，Ph（图1c），等3的Si（1 d））和[2-H 2 N-12-RCC-闭合碳-1-CB 11 ħ 10 ] −（R = H（2 b），Ph（2 c），Et 3 Si（2 d））通过微波辅助的Kumada型交叉偶联反应。内盐1-ME的合成3 N-12-RCC-闭合碳-1-CB 11 ħ 10（R = H（图1e），等3的Si（图1f））和2-ME3 N-12-RCC-闭合碳-1-CB
• Cobalt-catalyzed cross-coupling of alkynyl Grignard reagents with alkenyl triflates
  作者：Eiji Shirakawa、Takahiro Sato、Yusuke Imazaki、Takahiro Kimura、Tamio Hayashi

  DOI：10.1039/b711884h

  日期：——

  Alkenyl triflates in combination with Co(acac)(3) as a catalyst were found to be excellent coupling partners of alkynyl Grignard reagents, where no special additives (even a phosphine ligand) but a common solvent, THF, are required to obtain variously substituted enynes.

  发现链烯基三氟甲磺酸酯与Co（acac）（3）组合作为催化剂是炔基格利雅试剂的极佳偶联伙伴，不需要特殊添加剂（甚至是膦配体），而只需使用普通溶剂THF即可获得各种取代基恩尼斯。
• A Road Map to Stable, Soluble, Easily Crystallized Pentacene Derivatives
  作者：John E. Anthony、David L. Eaton、Sean R. Parkin

  DOI：10.1021/ol0167356

  日期：2002.1.1

  [GRAPHICS]A series of 6,13-disubstituted pentacenes, in which the substituents are functionalized ethyne units, were synthesized and analyzed by X-ray crystallography. The resulting pentacene derivatives were highly soluble and oxidatively stable and exhibited a significant amount of pi-stacking in the crystal.
• Toward Analogues of MraY Natural Inhibitors: Synthesis of 5′-Triazole-Substituted-Aminoribosyl Uridines Through a Cu-Catalyzed Azide–Alkyne Cycloaddition
  作者：Mickaël J. Fer、Samir Olatunji、Ahmed Bouhss、Sandrine Calvet-Vitale、Christine Gravier-Pelletier

  DOI：10.1021/jo4014035

  日期：2013.10.18

  A straightforward strategy for the synthesis of triazole-containing MraY inhibitors has been developed. It involves the sequential introduction of a terminal alkyne at the S' position of an uridine derivative and O-glycosylation with a protected aminoribose leading to an elaborated alkyne scaffold. An efficient Cu (1)-catalyzed azide-alkyne cycloaddition (CuAAC) allowed the introduction of chemical diversity toward a small library of inhibitors.