N,N',N''-triethylborazine | 7360-03-4

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: N,N',N''-triethylborazine
• 英文别名: trimeric N-triethylborazine；1,3,5-triethylborazine；N-triethylborazine；1,3,5-triethyl-borazine；1,3,5-Triaethyl-borazin；N,N',N''-Triaethylhexahydro-s-triazaborin；1,3,5-Triethyl-1,3,5,2,4,6-triazatriborinane
• CAS: 7360-03-4
• 化学式: C₆H₁₈B₃N₃
• 分子量: 164.662
• InChiKey: HRCAVZZFIZRHQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.23
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N',N''-triethylborazine 在 氯化亚砜 作用下， 以71-78的产率得到1,3,5-triethyl-2,4,6-trichloro-borazine
  参考文献：
  名称：

  DE1204225

  摘要：

  公开号：
• 作为产物：
  描述：

  乙胺硼烷 在 六羰基铬 作用下， 以 氘代苯 为溶剂， 反应 32.0h， 以75%的产率得到N,N',N''-triethylborazine
  参考文献：
  名称：

  由第 6 族羰基配合物催化的硼烷-仲胺和-伯胺加合物的脱氢偶联反应：氨基硼烷和硼嗪的形成

  摘要：

  BH(3).NHR(2) 溶液的光辐照 (1a: R = Me, 1b: R = 1/2C(4)H(8), 1c: R = 1/2C(5)H(10) , 1f: R = Et) 含有催化量的第 6 族金属羰基络合物 [M(CO)(6)] (M = Cr, Mo, W)，导致脱氢 BN 共价键形成以产生氨基硼烷二聚体, [BH(2)NR(2)](2) (2a-c, f)，产量高。在这些反应中硼烷西格玛复合物，[M(CO)(5)(eta(1)-BH(3).NHR(2))] (3)，被核磁共振波谱检测到。体积较大的胺硼烷、BH(3).NH(i)Pr(2) (1d) 和 BH(3).NHCy(2) (1e, Cy = cyclo-C(6)H(11)) 的类似催化脱氢，得到单体产物 BH(2) 水平线 NR(2) (4d, e)。通过DFT计算研究了脱氢偶联的反应机理。在计算研究的基础上，我们建议催

  DOI：

  10.1021/ja904918u

文献信息

• Studies of aminoboranes. Part II. Pyrolysis of monoalkylamine-boranes: some aminoborane trimers (1,3,5-trialkylcyclotriborazanes) and dimers
  作者：M. P. Brown、R. W. Heseltine、L. H. Sutcliffe

  DOI：10.1039/j19680000612

  日期：——

  Trimeric aminoboranes (RNH·BH2)3, where R = Me, Et, Pr, Bu, and But, each of which occurs in two forms, have been prepared by pyrolyses of the corresponding amine-boranes RNH2,BH3. The dimeric aminoborane (ButNH·BH2)2 was also obtained from pyrolysis of ButNH2,BH3 and a similar dimer (PriNH·BH2)2 was the only aminoborane which could be isolated from the pyrolysis of PriNH2,BH3. Proton magnetic resonance

  通过热解相应的胺-硼烷RNH 2，BH 3，可以制备三聚氨基硼烷（RNH·BH 2）3，其中R = Me，Et，Pr，Bu和Bu t分别以两种形式存在。二聚氨基硼烷（BU吨NH·BH 2）2还从卜的热解获得吨NH 2，BH 3和类似的二聚体（镨我NH·BH 2）2是其中可以从热解分离的唯一氨基硼烷PR我NH 2，BH 3。已经研究了氨基硼烷三聚体的质子磁共振光谱，并且已将异构体指定为顺式和反式构型。
• Hydrodechlorination of Et ₃ NBCl ₃ Catalyzed by Amorphous Nickel Boride – A Mechanistic Approach
  作者：Christian Reller、Florian O. R. L. Mertens

  DOI：10.1002/ejic.201301253

  日期：2014.1

  catalytic hydrodechlorination of BCl3 with molecular hydrogen in the presence of tertiary amines is a viable strategy for the energy-efficient generation of valuable B–H bonds. A mechanistic study based on experiments with isolated intermediates and deuterium labeling experiments is presented. The occurrence of the rate-limiting reverse reaction from the insoluble Et3NHCl adduct was identified as a

  在叔胺存在下，BCl3 与分子氢的催化加氢脱氯是一种可行的策略，可以高效地生成有价值的 B-H 键。提出了基于分离中间体实验和氘标记实验的机理研究。来自不溶性 Et3NHCl 加合物的限速逆反应的发生被确定为 Et3NBH3 产率低的主要原因。此外，具有 NCH2 单元的胺，在相应的情况下也用作溶剂，对反应动力学有很大的影响；它们直接参与高温下的氢转移并承担助催化剂的作用。提出了在硼化镍催化剂上反应的催化循环。
• Studies of aminoboranes. Part I. Reactions involving transfer of hydrogen from N-monoalkyl-substituted aminoboranes and amine–boranes to dimethylaminoborane
  作者：M. P. Brown、R. W. Heseltine、D. W. Johnson

  DOI：10.1039/j19670000597

  日期：——

  Dimethylaminoborane reacts with trimeric aminoboranes (RNH·BH2)3(R = Et and Pr) to give corresponding borazines: Me2N·BH2+⅓(RNH·BH2)3→ Me2NH,BH3+⅓(RNBH)3 Dimethylaminoborane also reacts with amine–boranes, RNH2,BH3(R = Me, Prn, and Pri). From reactions involving propyl- and isopropyl-amine–borane, stable 1,1-dimethyl-3,5-dialkylcyclotriborazanes, which are in effect cyclic mixed adducts, Me2N·BH2,2RNH·BH2

  二甲基氨基硼烷与三聚氨基硼烷（RNH·BH 2）3（R = Et和Pr）反应生成相应的硼嗪：Me 2 N·BH 2 +⅓（RNH·BH 2）3 → Me 2 NH，BH 3 +⅓（RNBH ）3二甲基氨基硼烷也与胺-硼烷RNH 2，BH 3（R = Me，Pr n和Pr i）反应。从涉及丙基和异丙基胺硼烷，稳定1,1-二甲基-3,5- dialkylcyclotriborazanes，其在效果环状混合加合物的反应中，Me 2 N·BH 2，2RNH·BH 2，已获得。
• Synthesis of B-trisubstituted borazines via the rhodium-catalyzed hydroboration of alkenes with N,N′,N″-trimethyl or N,N′,N″-triethylborazine
  作者：Yasunori Yamamoto、Kazuo Miyamoto、Junko Umeda、Yasutaka Nakatani、Tetsuya Yamamoto、Norio Miyaura

  DOI：10.1016/j.jorganchem.2006.08.024

  日期：2006.11

  N″-triethylborazine was carried out at 50 °C in the presence of a rhodium(I) catalyst. Addition of dppb or DPEphos (1 equiv.) to RhH(CO)(PPh3)3 gave the best catalyst for hydroboration of ethylene at 50 °C, resulting in a quantitative yield of B,B′,B″-triethyl-N,N′,N″-trimethylborazine. On the other hand, a complex prepared from (t-Bu)3P (4 equiv.) and [Rh(coe)2Cl]2 gave the best yield for hydroboration of terminal

  末端和内部链烯烃的硼氢化反应与Ñ，Ñ '，Ñ “ -三甲基-和Ñ，Ñ '，Ñ ”-triethylborazine在50℃下，在铑（I）催化剂的存在下进行。向RhH（CO）（PPh 3）3中添加dppb或DPEphos（1当量）可得到乙烯在50°C硼氢化的最佳催化剂，可定量获得B，B '，B ''-三乙基-N，ñ '，ñ “ -三甲基。另一方面，由（t -Bu）3制备的络合物P（4当量）和[Rh（coe）2 Cl] 2给出了末端或内部烯烃加氢硼化的最佳收率。
• Method for producing borazine compound
  申请人：Yamamoto Tetsuya

  公开号：US20060178535A1

  公开（公告）日：2006-08-10

  In a synthesis of a borazine compound by a reaction of an alkali boron hydride represented by ABH 4 (A represents lithium atom, sodium atom or potassium atom) and an amine salt represented by (RNH 3 ) n X (R represents a hydrogen atom or an alkyl group, X represents a sulfate group or a halogen atom, and n is 1 or 2), or b) diborane (B 2 H 6 ) and an amine represented by RNH 2 (R represents a hydrogen atom or an alkyl group), a water content of raw material is controlled below a prescribed value; mixed solvents containing solvents each having a prescribed boiling point are used as a solvent for reaction; or a raw material is gradually fed to a reactor in a reaction. Or, a borazine compound is subjected to distillation purification treatment and filtration treatment. By such a method, a high purity of borazine compound can be produced safely and in a high yield.

  通过将由ABH4代表的碱性硼氢化合物（A代表锂原子、钠原子或钾原子）与由（RNH3）nX代表的胺盐（R代表氢原子或烷基团，X代表硫酸盐基团或卤素原子，n为1或2）进行反应合成硼氮烷化合物，或者通过二硼烷（B2H6）和由RNH2代表的胺进行反应，通过控制原料的水含量低于规定值；使用含有各自具有规定沸点的溶剂的混合溶剂作为反应溶剂；或者将原料逐渐加入反应器进行反应。或者，对硼氮烷化合物进行蒸馏纯化处理和过滤处理。通过这种方法，可以安全且高产率地生产高纯度的硼氮烷化合物。