N-allyl-N-(allylchloroboraneyl)-1-(tert-butyl)-1,1-dimethylsilanamine | 1138164-73-4

• 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: N-allyl-N-(allylchloroboraneyl)-1-(tert-butyl)-1,1-dimethylsilanamine
• 英文别名: CH2CHCH2B(Cl)N(tert-butyldimethylsilyl)CH2CHCH2；N-[tert-butyl(dimethyl)silyl]-N-[chloro(prop-2-enyl)boranyl]prop-2-en-1-amine
• CAS: 1138164-73-4
• 化学式: C₁₂H₂₅BClNSi
• 分子量: 257.687
• InChiKey: WIBFSSWSGBRUIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-allyl-N-(allylchloroboraneyl)-1-(tert-butyl)-1,1-dimethylsilanamine 在 Grubbs catalyst first generation catalyst Pd/C 作用下， 以 not given 为溶剂， 生成 1-（叔丁基二甲基甲硅烷基）-2-氯-1,2-二氢-1,2-天竹碱
  参考文献：
  名称：

  杂化有机/无机苯

  摘要：

  BN芳香族不容易！1,2-二氢-1,2-氮杂嘌呤是一种杂化的有机/无机苯，是一种稳定的芳族分子，其特征不同于其等电的“有机”（苯）和“无机”（硼嗪）对应物。高水平的计算完全支持实验性的结构，光谱和化学数据。

  DOI：

  10.1002/anie.200805554
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 35.0h， 生成 N-allyl-N-(allylchloroboraneyl)-1-(tert-butyl)-1,1-dimethylsilanamine
  参考文献：
  名称：

  Facile Energy Release from Substituted Dewar Isomers of 1,2‑Dihydro‐1,2‑azaborinines Catalyzed by Coinage Metal Lewis Acids

  摘要：

  Molecular solar thermal systems (MOST) represent an auspicious solution for the storage of solar energy. We report silver salts as a unique class of catalysts, capable of releasing the stored energy from the promising 1,2‐dihydro‐1,2‐azaborinine based MOST system. Mechanistic investigations provided insights into the silver catalyzed thermal backreaction, concurrently unveiling the first crystal structure of a 2‐aza‐3‐borabicyclo[2.2.0]hex‐5‐ene, the Dewar isomer of 1,2‐dihydro‐1,2‐azaborinine. Quantification of activation energies by kinetic experiments has elucidated the advantageous energy outcomes associated with Lewis acid catalysts, a phenomenon corroborated through computational analysis. By means of low temperature NMR spectroscopy, mechanistic insights into the coordination of Ag+ to the 1,2‐dihydro‐1,2‐azaborinine were gained.

  DOI：

  10.1002/anie.202405818

文献信息

• AZABORINE COMPOUNDS AS HYDROGEN STORAGE SUBSTRATES
  申请人：Liu Shih-Yuan

  公开号：US20110021818A1

  公开（公告）日：2011-01-27

  Selected 1,2-azaborine compounds exhibit utility as hydrogen storage substrates, and are useful as components of hydrogen storage devices.

  选定的1,2-氮硼杂环化合物可作为储氢底物，并可用作储氢装置的组成部分。
• A Hybrid Organic/Inorganic Benzene
  作者：Adam J. V. Marwitz、Myrna H. Matus、Lev N. Zakharov、David A. Dixon、Shih-Yuan Liu

  DOI：10.1002/anie.200805554

  日期：2009.1.19

  It isn't easy BN aromatic! 1,2‐Dihydro‐1,2‐azaborine, a hybrid organic/inorganic benzene, is a stable aromatic molecule with features that are distinct from its isoelectronic “organic” (benzene) and “inorganic” (borazine) counterparts. Experimental structural, spectroscopic, and chemical data are fully supported by high‐level calculations.

  BN芳香族不容易！1,2-二氢-1,2-氮杂嘌呤是一种杂化的有机/无机苯，是一种稳定的芳族分子，其特征不同于其等电的“有机”（苯）和“无机”（硼嗪）对应物。高水平的计算完全支持实验性的结构，光谱和化学数据。
• Facile Energy Release from Substituted Dewar Isomers of 1,2‑Dihydro‐1,2‑azaborinines Catalyzed by Coinage Metal Lewis Acids
  作者：Robert C. Richter、Sonja M. Biebl、Ralf Einholz、Johannes Walz、Cäcilia Maichle-Mössmer、Markus Ströbele、Holger F. Bettinger、Ivana Fleischer

  DOI：10.1002/anie.202405818

  日期：——

  Molecular solar thermal systems (MOST) represent an auspicious solution for the storage of solar energy. We report silver salts as a unique class of catalysts, capable of releasing the stored energy from the promising 1,2‐dihydro‐1,2‐azaborinine based MOST system. Mechanistic investigations provided insights into the silver catalyzed thermal backreaction, concurrently unveiling the first crystal structure of a 2‐aza‐3‐borabicyclo[2.2.0]hex‐5‐ene, the Dewar isomer of 1,2‐dihydro‐1,2‐azaborinine. Quantification of activation energies by kinetic experiments has elucidated the advantageous energy outcomes associated with Lewis acid catalysts, a phenomenon corroborated through computational analysis. By means of low temperature NMR spectroscopy, mechanistic insights into the coordination of Ag+ to the 1,2‐dihydro‐1,2‐azaborinine were gained.