(-/+)-2-(4-tertbutylphenyl)-1,1-bis(2,6-diethylphenyl)silirane | 1243248-10-3

• 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: (-/+)-2-(4-tertbutylphenyl)-1,1-bis(2,6-diethylphenyl)silirane
• 英文别名: 2-(4-Tert-butylphenyl)-1,1-bis(2,6-diethylphenyl)silirane
• CAS: 1243248-10-3
• 化学式: C₃₂H₄₂Si
• 分子量: 454.771
• InChiKey: YMFSMFWGKKRCCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.13
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  La2 in [80-Ih]fullerene 、 (-/+)-2-(4-tertbutylphenyl)-1,1-bis(2,6-diethylphenyl)silirane 以 甲苯 为溶剂， 以46%的产率得到
  参考文献：
  名称：

  Thermal Carbosilylation of Endohedral Dimetallofullerene La₂@I_h-C₈₀ with Silirane

  摘要：

  Thermal carbosilylation of endohedral dimetallofullerene La-2@I-h-C-80 with silirane (silacyclopropane) is reported herein for the first time. Two diastereomers of the carbosilylated La-2@I-h-C-80 have been isolated and characterized. The fascinating molecular structure of one diastereomer of the carbosilylated derivatives has been determined unambiguously using X-ray crystallographic analysis. Detailed characteristics of the molecular structures including their metal atom movements have also been revealed using NMR spectroscopic studies and computational calculations. Results revealed that two La atoms move dynamically inside the carbon sphere. Furthermore, electrochemical study has demonstrated that carbosilylation is effective to fine-tune the La-2@I-h-C-80 electronic properties.

  DOI：

  10.1021/ja108671b

文献信息

• Photochemical Addition of C₆₀ with Siliranes: Synthesis and Characterization of Carbosilylated and Hydrosilylated C₆₀ Derivatives
  作者：Junko Nagatsuka、Sachie Sugitani、Masahiro Kako、Tsukasa Nakahodo、Naomi Mizorogi、Midori O. Ishitsuka、Yutaka Maeda、Takahiro Tsuchiya、Takeshi Akasaka、Xingfa Gao、Shigeru Nagase

  DOI：10.1021/ja1049719

  日期：2010.9.1

  Photochemical reactions of C(60) with siliranes (1a-d) afford adducts of four types (2a-5b) as carbosilylated and hydrosilylated C(60) derivatives. Characterization of these adducts was conducted using MS, UV, NMR spectroscopy, and single-crystal X-ray analyses. In particular, the first example of the crystal structure of a closed 1,2-adduct at the 5,6-ring junction of the C(60) cage is provided by

  C(60) 与硅烷 (1a-d) 的光化学反应提供四种类型 (2a-5b) 的加合物作为碳硅烷化和氢化硅烷化的 C(60) 衍生物。这些加合物的表征使用 MS、UV、NMR 光谱和单晶 X 射线分析进行。特别是，在 C(60) 笼的 5,6-环结处的封闭 1,2-加合物的晶体结构的第一个例子是由 3b 的单晶 X 射线分析提供的。电化学分析还揭示了产品 2b-5b 的独特氧化还原特性，除了 C(60) 笼上的取代基外，这些特性还取决于功能的区域化学。理论计算为实验观察到的硅烷化产物的氧化还原特性和相对稳定性提供了基础。
• Photoreactions of Endohedral Metallofullerene with Siliranes: Electronic Properties of Carbosilylated Lu3N@Ih-C80
  作者：Masahiro Kako、Kazuya Minami、Taiki Kuroiwa、Shinpei Fukazawa、Yuki Arikawa、Michio Yamada、Yutaka Maeda、Qiao-Zhi Li、Shigeru Nagase、Takeshi Akasaka

  DOI：10.3390/molecules22050850

  日期：——

  Photochemical carbosilylation of Lu3N@Ih-C80 was performed using siliranes (silacyclopropanes) to afford the corresponding [5,6]- and [6,6]-adducts. Electrochemical studies indicated that the redox potentials of the carbosilylated derivatives were shifted cathodically in comparison with those of the [5,6]-pyrrolidino adducts. The electronic effect of the silirane addends on Lu3N@Ih-C80 was verified on the basis of density functional theory calculations.

  使用硅烷（硅环丙烷）对Lu3N@Ih-C80进行光化学羰基化，得到相应的[5,6]和[6,6]加合物。电化学研究表明，与[5,6]吡咯烷基加合物相比，羰基化衍生物的氧化还原电位向阴极移动。根据密度泛函理论计算，验证了硅烷加合物对Lu3N@Ih-C80的电子效应。