Azidodi-tert-butylsilan | 111470-17-8

• 分子结构分类: 有机化合物 - 有机盐 - 有机叠氮化物
• 英文名称: Azidodi-tert-butylsilan
• 英文别名: Azido(ditert-butyl)silane；azido(ditert-butyl)silane
• CAS: 111470-17-8
• 化学式: C₈H₁₉N₃Si
• 分子量: 185.344
• InChiKey: LYIXUHRJKHIUKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Azidodi-tert-butylsilan 在 氯 作用下， 以 四氯化碳 、 二丁醚 、 苯 为溶剂， 生成 N-(Tri-tert-butylsilyl)di-tert-butylsilanimin-Tetrahydrofuran
  参考文献：
  名称：

  Wiberg, Nils; Schurz, Klaus, Chemische Berichte, 1988, vol. 121, p. 581 - 590

  摘要：

  DOI：
• 作为产物：
  描述：

  di-tert-butylchlorosilane 在 sodium azide 作用下， 以 四氢呋喃 为溶剂， 生成 Azidodi-tert-butylsilan
  参考文献：
  名称：

  含硅氮双键的稳定分子及其四氢呋喃加合物的制备和结构

  摘要：

  制备了浅黄色固体硅亚铁定胺Bu t 2 N–SiBu t 3，并进行了结构表征[Si N 1.568（3）Å，Si–N–Si 177.8（2）°]；它通过不饱和硅原子的络合与四氢呋喃形成稳定的加合物。

  DOI：

  10.1039/c39860000591

文献信息

• Preparation and structure of a stable molecule containing a silicon nitrogen double bond and of its tetrahydrofuran adduct
  作者：Nils Wiberg、Klaus Schurz、Gabriele Reber、Gerhard Müller

  DOI：10.1039/c39860000591

  日期：——

  The pale yellow, solid silaketimine But2N–SiBut3 has been prepared and structurally characterized [SiN 1.568(3)Å, Si–N–Si 177.8(2)°]; it forms a stable adduct with tetrahydrofuran by complexation of the unsaturated silicon atom.

  制备了浅黄色固体硅亚铁定胺Bu t 2 N–SiBu t 3，并进行了结构表征[Si N 1.568（3）Å，Si–N–Si 177.8（2）°]；它通过不饱和硅原子的络合与四氢呋喃形成稳定的加合物。
• Darstellung und Thermolyse tert-butylsubstituierter Silatetrazoline – Erzeugung der Silanimine tBu₂Si=N-SiXtBu₂ (X = F, Cl, Br, tBu) Synthesis and Thermolysis of the tert-Butyl-Substituted Silatetrazolines – Formation of the Silanimines tBu₂Si=N-SiXtBu₂ (X = F, Cl, Br, tBu)
  作者：Hans-Wolfram Lerner、Nils Wiberg、K. Polborn

  DOI：10.1515/znb-2002-1103

  日期：2002.11.1

  The silanimine tBu₂Si=N-SitBu₃ reacts with the silyl azides tBuMe₂SiN₃ or tBu₂SiXN₃ (X = H, Me, F, Cl, Br) to form the corresponding tert-butyl-substituted 1-tri-tert-butylsilyl-4-triorganosilyl- 5,5-di-tert-butylsilatetrazolines. The silatetrazolines with chloro-di-tert-butylsilyl and bromo-di-tert-butylsilyl substituents can also be synthesized by treating two equivalents of tBu₂SiXN₃ (X = Cl, Br) with the silanide tBu₃SiNa. In the thermolysis of the silaterazolines the silanimines tBu₂Si=N-SiXtBu₂ (X = F, Cl, Br, tBu) and silyl azides are formed in a first-order process. The silanimines tBu₂Si=N-SiXtBu₂ (X= F, Cl, Br, tBu) have been trapped with acetone by en-reaction. The structure of (dimethyl-tert-butylsilyl)-substituted silatetrazoline has been determined by X-ray structure analysis.

  tBu₂Si=N-SitBu₃与silyl azides tBuMe₂SiN₃或tBu₂SiXN₃（X = H, Me, F, Cl, Br）反应，形成相应的叔丁基取代的1-三叔丁基硅基-4-三有机硅基-5,5-二叔丁基硅基四氮唑。具有氯二叔丁基硅基和溴二叔丁基硅基取代基的硅基四氮唑也可以通过用两当量的tBu₂SiXN₃（X = Cl, Br）与硅醚tBu₃SiNa反应合成。在硅基四氮唑的热解中，硅基氮烯tBu₂Si=N-SiXtBu₂（X = F, Cl, Br, tBu）和硅基氮烯会以一级过程形成。硅基氮烯tBu₂Si=N-SiXtBu₂（X = F, Cl, Br, tBu）已被乙酮通过en-反应捕获。通过X射线结构分析确定了（二甲基-叔丁基硅基）取代的硅基四氮唑的结构。
• <i>bis</i>‐Silyl‐triazenide ligands in alkaline‐earth metal chemistry
  作者：Christian Knüpfer、Jens Langer、Sjoerd Harder

  DOI：10.1002/zaac.202300226

  日期：2024.2

  group 1 and 2 metal complexes with the very bulky bis-silyl-triazenide ligand [tBu3Si-NNN-SitBu3]−. Heteroleptic complexes could be isolated for Mg: [(tBu3Si)2N3]MgnBu}2 or [(tBu3Si)2N3]MgI}2, including its ether adducts. Despite bulky silyl substituents, the ligand did not stabilize heteroleptic [(tBu3Si)2N3]AeN(SiMe3)2 complexes for Ca, Sr and Ba and only homoleptic Ae[(tBu3Si)2N3]2 complexes were

  与甲脒或β-二酮亚胺配体相比，单阴离子N，N-螯合三氮烯化物配体[R-NNN-R] -的电子供给要少得多，因此可能适合在低氧化态下稳定富电子金属。据报道，甲硅烷基取代的三氮烯化物配体的一个特征是它们能够消除N 2，从而产生(R 3 Si) 2 N -阴离子。在这里，我们描述了一系列具有非常大的双甲硅烷基三氮烯配体 [ t Bu 3 Si-NNN-Si t Bu 3 ] -的第 1 族和第 2 族金属配合物。可以分离出镁的杂配配合物：[( t Bu 3 Si) 2 N 3 ]Mg n Bu} 2或[( t Bu 3 Si) 2 N 3 ]MgI} 2，包括其醚加合物。尽管存在大量的甲硅烷基取代基，该配体并不能稳定Ca、Sr和Ba的杂配[( t Bu 3 Si) 2 N 3 ]AeN(SiMe 3 ) 2配合物，并且只能稳定均配Ae[( t Bu 3 Si) 2 N 3 ]分离出2个复合物。这些络合物的热分解确实导致N
• Synthesis of Superbulky Amide Ligands by Addition of Polar Reagents to Sila–Imine
  作者：Christian Knüpfer、Lukas Klerner、Michael Raucheisen、Jens Langer、Sjoerd Harder

  DOI：10.1002/chem.202400715

  日期：——

  Superbulky amide ligands are generally not accessible by deprotonation of their parent amines. Addition of polar reagents to a sila-imine precursor gave a range of metal complexes with superbulky amide ligands that generally act as weakly coordinating anions.

  超大的酰胺配体通常不能通过其母体胺的去质子化来获得。将极性试剂添加到硅亚胺前体中，得到一系列具有超大酰胺配体的金属配合物，这些配体通常充当弱配位阴离子。
• Addukte der Ethene Me2EC(SiMe3)2 (E=Si, Ge, Sn) mit LiR und RN3: Wie rasch bilden sie sich?
  作者：N. Wiberg、T. Passler、S. Wagner

  DOI：10.1016/s0022-328x(99)00728-7

  日期：2000.4

  Unsaturated compounds Me2E=C(SiMe3)(2) (E=Si, Ge, Sn) are formed as short-lived intermediates by reaction of Me2EX-CBr(SiMe3)(2) with LiR via Me2EX-CLi(SiMe3)(2) (X = electronegative substituent; R = organyl) and - in the absence of trapping reagents - react with Me2EX-CLi(SiMe3)(2) and LiR (as long as present) under formation of cyclobutanes [-Me2E-C(SiMe3)(2)-](2) as well as adducts Me2ER-CLi(SiMe3)(2) of Me2E=C(SiMe3)(2) and LiR. In the presence of an excess of organyl or silyl azides RN3, as well as lithium organyls or silyls LiR, which indeed act as very active trapping reagents for Me2E=C(SiMe3)(2) with formation of [3 + 2] cycloadducts Me2E=C(SiMe3)(2). RN3 and adducts Me2ER-CLi(SiMe3)(2), the formation of cyclobutanes and adducts is suppressed in the first case, whereas adducts are formed exclusively in the second case. As a result of determination of relative amounts of the products, formed by addition of Me2SiBr-CBr(SiMe3)(2) to two different trapping reagents LiR and LiR' or LiR and RN3 in Et2O, relative rates of the reactions of LiR or RN3 with the silene Me2Si-C(SiMe3)(2) are determined. Hereafter the insertion reactivity of LiR and the [3 + 2] cycloaddition reactivity of RN3 decreases when the bulkiness of R increases (decreasing reactivity in the order LiMe > (LiBu)-Bu-n > LiPh > Li'Bu; LiMe > LiCH(SiMe3)(2) > LiC(SiMe3)(3); Me3SiN3 >'BuMe2SiN3 > 'Bu2HSiN3 > 'Bu2MeSiN3 > Ph3SiN3 >'Bu3SiN3). The influences of electronic effects are obviously smaller than those of steric effects (decreasing reactivity in the order LiC(SiClMe2)(SiMe3)(2) > LiC(SiBrMe2)(SiMe3)(2) > LiC(SiMe3)(3); 'Bu2MeSiN3 >'Bu2ClSiN3; Me3CN3 > Me3SiN3).