TBDMPLi | 126062-41-7

• 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: TBDMPLi
• 英文别名: 4-tert-butyl-2,6-dimethylphenyllithium；4-t-butyl-2,6-dimethylphenyllithium
• CAS: 126062-41-7
• 化学式: C₁₂H₁₇Li
• 分子量: 168.208
• InChiKey: DWCCAMCRHHZGTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.39
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  TBDMPLi 在 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 21.0h， 生成 B,B′,B′′-tris(4-(tertbutyl)-2,6-dimethylphenyl)-N,N′,N′′-tris(4-iodo-3,5-dimethylphenyl)borazine
  参考文献：
  名称：

  一种废物最小化的碘化有机环硼氮烷合成方法

  摘要：

  我们在此报告了一种以不同的碘化模式和量合成碘化六芳基环硼氮烷的废物最小化方法。获得这些前景广阔的含硼氮材料面临着一些合成挑战，包括溶解度低、稳定性/反应性窄和选择性有限。因此，合成程序的开发也面临着明显的可持续性挑战。我们通过将非常规激活技术与面向指标的合成设计相结合来解决这些问题。在此，我们报告了一种协议，该协议能够快速获取碘化环硼嗪，这是获取不同后功能化更复杂材料的有用底物。该方案使用简单且无害的化学品，最大限度地减少浪费（E 因子 2.79），并以良好至优异的产率生产碘化六芳基环硼氮烷。提供了对绿色指标（包括 EcoScale）的评估，以量化与新定义的协议相关的优势。

  DOI：

  10.1039/d4gc00699b
• 作为产物：
  描述：

  2-溴-5-叔丁基-1,3-二甲基苯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 TBDMPLi
  参考文献：
  名称：

  一种废物最小化的碘化有机环硼氮烷合成方法

  摘要：

  我们在此报告了一种以不同的碘化模式和量合成碘化六芳基环硼氮烷的废物最小化方法。获得这些前景广阔的含硼氮材料面临着一些合成挑战，包括溶解度低、稳定性/反应性窄和选择性有限。因此，合成程序的开发也面临着明显的可持续性挑战。我们通过将非常规激活技术与面向指标的合成设计相结合来解决这些问题。在此，我们报告了一种协议，该协议能够快速获取碘化环硼嗪，这是获取不同后功能化更复杂材料的有用底物。该方案使用简单且无害的化学品，最大限度地减少浪费（E 因子 2.79），并以良好至优异的产率生产碘化六芳基环硼氮烷。提供了对绿色指标（包括 EcoScale）的评估，以量化与新定义的协议相关的优势。

  DOI：

  10.1039/d4gc00699b

文献信息

• Nonorthogonal Dilithium-1,3-biborataallenes Containing Planar-Tetracoordinate Carbon Atoms
  作者：Yüksel Sahin、Michael Hartmann、Gertraud Geiseler、Dieter Schweikart、Christian Balzereit、Gernot Frenking、Werner Massa、Armin Berndt

  DOI：10.1002/1521-3773(20010716)40:14<2662::aid-anie2662>3.0.co;2-v

  日期：2001.7.16

  Deviations of up to 36° from the orthogonality of the planes of the terminal B atoms of the allene skeleton and their neighbors (ipso-C atoms) are observed in tetraaryl-1,3-diborataallenes of contact-ion triples 1. The unusual geometries are caused by steric hindrance between ortho-methyl groups, which is induced by interactions of the lithium counterions with the π electrons of the aryl substituents

  在接触离子三元组1的tetraaryl-1,3-diborataallenes中发现了与异戊烯骨架的末端B原子及其邻居（ipso-C原子）的平面正交性最多36°的偏离。异常几何形状这是由于邻甲基之间的空间位阻引起的，这是由锂抗衡离子与芳基取代基的π电子的相互作用以及对1,3-二硼杂环戊烯进行平面化的小的障碍引起的。Ar ＝例如2,3,5,6-四甲基苯基。
• Hindered organoboron groups in organic chemistry. 29 The effect of hindered triorganoboranes on anionic butadiene polymerisations
  作者：Andrew Pelter、Robert Drake、Malcolm Stewart

  DOI：10.1016/s0040-4020(01)85691-x

  日期：1994.1

  Three new highly hindered triorganoboranes tris(4-t-butyl-2,6-dimethylphenyl)borane (BDP)(3)B), (5) tris-(4-methoxy-2,6-dimethylphenyl)borane, (DMP)(3)B (6), and t-butylbis(2,4,6-trimethylphenyl)borane (Mes(2)BBu(t)) (7), were prepared and compared with trimesitylborane (4) for their influence on the 1,4-content of anionically produced polymers of butadiene. Each was designed to overcome known side reactions of (4). Unexpectedly, none was more effective overall than (4) in increasing the 1,4- content of the polymer. Borane (7) simply quenched LiBu(n) induced polymerisations, whilst (6) and (7) somewhat enhanced the 1,4-character and sharpened the polymer profile.However, (6) and (7) quenched polymerisations by sodium bases. Studies of the reactions of bases with a variety of hindered boranes suggest reasons for the results obtained, and help with the design of other, possibly more effective, catalysts.
• Partial Halogenation of Cyclic and Branched Perhydropentasilanes
  作者：Harald Stueger、Thomas Mitterfellner、Roland Fischer、Christoph Walkner、Matthias Patz、Stephan Wieber

  DOI：10.1021/ic300214y

  日期：2012.6.4

  The perhydropentasilanes (H3Si)(4)Si and Si5H10 were chlorinated with SnCl4 to give chlorohydropentasilanes without destruction of the Si-Si backbone. Tetrachloroneopentasilane (ClH2Si)(4)Si (2) was prepared in high yield from (H3Si)(4)Si and 3.5 equiv of SnCl4, while Si5H10 and an equimolar amount of SnCl4 afforded a mixture of similar to 60% of ClSi5H9 (1) with polychlorinated cyclopentasilanes and unreacted starting material, which could not be separated by distillation. The selective monochlorination of Si5H10 was achieved starting from MesSi(5)Cl(9) (3; Mes = 2,4,6-trimethylphenyl) or TBDMP-Si5Cl9 (4; TBDMP = 4-tert-butyl-2,6-dimethylphenyl). 3 or 4 was successfully hydrogenated with LiAlH4 to give MesSi(5)H(9) (6) or TBDMP-Si5H9 (7), which finally gave 1 along with aryl-H and Si5H10 after treatment with an excess of liquid anhydrous HCl. All compounds were characterized by standard spectroscopic techniques. For Si-H derivatives, the coupled Si-29 NMR spectra were analyzed in detail to obtain an unequivocal structural assignment. The molecular structures of 2-4 were further confirmed by X-ray crystallography.
• Pelter Andrew, Drake Robert, Stewart Malcolm, Tetrahedron, 50 (1994) N 48, S 13829-13846
  作者：Pelter Andrew, Drake Robert, Stewart Malcolm

  DOI：——

  日期：——