1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene | 126910-06-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene
• 英文别名: [(2,4,6-Triethylbenzene-1,3,5-triyl)tris(methylene)]tris(trimethylsilane)；trimethyl-[[2,4,6-triethyl-3,5-bis(trimethylsilylmethyl)phenyl]methyl]silane
• CAS: 126910-06-3
• 化学式: C₂₄H₄₈Si₃
• 分子量: 420.902
• InChiKey: PAVFHDLNWZMKQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.63
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 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：

  1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene 、 molybdenum hexacarbonyl 以 正庚烷 为溶剂， 以15%的产率得到tricarbonyl(η6-1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene)molybdenum(0)
  参考文献：
  名称：

  明确证据表明，近端乙基的空间效应导致金属芳烃键旋转受限；二羰基三苯基膦-(η6-1,3,5-三乙基-2,4,6-三(三甲基甲硅烷基甲基)苯)钼(0)的晶体结构

  摘要：

  二羰基三苯基膦(η 6 -1,3,5-三乙基-2,4,6-三(三甲基甲硅烷基甲基)苯)钼(0),( 4 )的晶体结构表明，络合芳烃采用三个三甲基甲硅烷基甲基的构象基团和一个乙基位于苯环平面远离钼的一侧，而另外两个乙基位于近侧。在4的 75.47 MHz 13 C- 1 H NMR 谱中观察到脱聚现象，最值得注意的是，在 145 K 时两个羰基共振得到解析。脱聚现象归因于：（i）乙基旋转减慢； (ii) 减慢三苯基膦配体绕 Mo$z.sbnd;P 键的旋转； (iii)减慢芳烃-金属三足键的旋转。

  DOI：

  10.1016/0022-328x(89)80105-6

文献信息

• Restricted rotation about a metal–arene bond caused by the steric effects of proximal ethyl groups; stereodynamics of some complexes of 1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene
  作者：John A. Chudek、Geoffrey Hunter、Regina Louise MacKay、Peter Kremminger、Walter Weissensteiner

  DOI：10.1039/dt9910003337

  日期：——

  1,3,5-Triethyl-2,4,6-trineopentylbenzene 5 and 1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene 6 are considered as realistic role models for the intramolecular rotational behaviour of hexaethylbenzene in its metal complexes. Empirical force-field calculations are reported for the ten diastereomeric conformers of 5 and 6 which fall into four sets depending on the number of syn interactions. Variable-temperature 75.5 MHz C-13-H-1} NMR spectra have been recorded for dicarbonylthiocarbonyl-, dicarbonyl(eta-2-cis-cyclooctene- and dicarbonyl(triphenylphosphine)-[eta-6-1,3,5-triethyl-2,4,6-tris(trimethylsilylmethyl)benzene]molybdenum(0). Decoalescence phenomena are observed for the three complexes and line-shape-fitting studies gave the barriers for rotation about molybdenum-arene bond.
• Two different crystal and molecular structures for dicarbonyl(?2-cis-cyclooctene)[?6-1,3,5-triethyl-2,4,6-tris-(trimethylsilylmethyl)-benzene]molybdenum(0): a highly crowded but surprisingly stable molecule
  作者：John C. Barnes、Geoffrey Hunter、Walter Keller、John D. Paton、Walter Weissensteiner

  DOI：10.1007/bf00817600

  日期：1992.5

  Two crystal and molecular structures have been determined for the sterically very crowded molecule dicarbonyl(eta-2-cis-cyclooctene)[eta-6-1,3,5-triethyl-2,4,6-tris-(trimethylsilylmethyl)-benzene]-molybdenum(0), 3 a and 3 b. In structure 3 a the crystals are monoclinic, space group P2(1)/n, whereas in 3 b they are orthorhombic, space group P2(1)2(1)2(1). In 3 a the carbon-carbon double bond of the cis-cyclooctene moiety is almost parallel to the benzene ring plane; in 3 b it is inclined at an angle of nearly 15-degrees. In both 3 a and 3 b the co-ordinated cis-cyclooctene and arene moieties adopt conformations which are very similar to those calculated to be the ground states of the free molecules.