β-N,N-[bis(trimethylsilyloxy)amino]-4-nitrostyrene

• 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: β-N,N-[bis(trimethylsilyloxy)amino]-4-nitrostyrene
• 英文别名: (E)-2-(4-nitrophenyl)-N,N-bis(trimethylsilyloxy)ethenamine
• 化学式: C₁₄H₂₄N₂O₄Si₂
• 分子量: 340.527
• InChiKey: GTGBJSZQYJUVIK-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三甲基溴硅烷 、 1-硝基-4-(2-硝基乙基)苯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以81%的产率得到β-N,N-[bis(trimethylsilyloxy)amino]-4-nitrostyrene
  参考文献：
  名称：

  Structure and Stereodynamics of N,N-Bis(silyloxy)enamines

  摘要：

  The structure and stereodynamics of N,N-bis(silyloxy)enamines (1), a new class of enamines with extraordinary reactivity, have been simulated by the DFT PBE/TZP method. The computed pattern of dynamic behavior and structural peculiarities of 1 was shown to reflect adequately the results of the studies by a series of physical methods including X-ray analysis and dynamic NMR and UV spectroscopies, which provided evidence of a rather low barrier for rotation around the C,N single bond, a negligible contribution of the n-pi-conjugation, a high barrier of inversion, and high pyramidality of the nitrogen atom.

  DOI：

  10.1021/ja026548i

文献信息

• Structure and Stereodynamics of <i>N</i>,<i>N</i>-Bis(silyloxy)enamines
  作者：Alexander A. Tishkov、Alexander D. Dilman、Valery I. Faustov、Arsenij A. Birukov、Konstantin S. Lysenko、Paul A. Belyakov、Sema L. Ioffe、Yury A. Strelenko、Michael Yu. Antipin

  DOI：10.1021/ja026548i

  日期：2002.9.1

  The structure and stereodynamics of N,N-bis(silyloxy)enamines (1), a new class of enamines with extraordinary reactivity, have been simulated by the DFT PBE/TZP method. The computed pattern of dynamic behavior and structural peculiarities of 1 was shown to reflect adequately the results of the studies by a series of physical methods including X-ray analysis and dynamic NMR and UV spectroscopies, which provided evidence of a rather low barrier for rotation around the C,N single bond, a negligible contribution of the n-pi-conjugation, a high barrier of inversion, and high pyramidality of the nitrogen atom.