(1,3-diisopropylimidazol-2-ylidene)triethylborane | 797056-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1,3-diisopropylimidazol-2-ylidene)triethylborane
• 英文别名: (1,3-diisopropylimidazol-2-ylidene)*BEt3；[1,3-Di(propan-2-yl)imidazol-1-ium-2-yl]-triethylboranuide
• CAS: 797056-35-0
• 化学式: C₁₅H₃₁BN₂
• 分子量: 250.236
• InChiKey: NKXOXGKYAXLUIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.65
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  硼烷四氢呋喃络合物 、 (1,3-diisopropylimidazol-2-ylidene)triethylborane 以 四氢呋喃 为溶剂， 生成 1,3-diisopropylimidazol-2-ylidene borane
  参考文献：
  名称：

  从阴离子N-杂环二碳烯到异常的碳烯-硼烷络合物：逻辑合成途径

  摘要：

  阴离子N-杂环dicarbenes（NHDCs）我被证明是一个方便的平台从该异常NHC（一个NHC） -硼烷配合物V - VII可以制备。阴离子NHDC双核络合物II和一个NHC单核加合物VII可以通过锂化和质子化分别地互相转换，所述咪唑环的C2碳原子的，。

  DOI：

  10.1021/om201259d
• 作为产物：
  描述：

  三乙基硼 、 (1,3-diisopropylimidazol-2-ylidene)AgCl 以 四氢呋喃 为溶剂， 以86%的产率得到(1,3-diisopropylimidazol-2-ylidene)triethylborane
  参考文献：
  名称：

  Synthesis of N -heterocyclic carbene boranes via silver N -heterocyclic carbene complexes

  摘要：

  The reaction of N-heterocyclic carbene (NHC) complexes of silver with BH3 or BEt3 was investigated. On treatment of l(i)Pr.AgCl (1-AgCI) ((IPr)-Pr-i = 1,3-diisopropylimidazol-2-ylidene) with two equivalents of NaBH4-free BH3.THE (purified BH3.THF) in THF at room temperature for 2 h, (IPr)-Pr-i.BH3 complex (1-BH3) was obtained in excellent yield (96%). In the reaction of various silver NHC complexes with purified BH3.THF, the corresponding NHC.BH3 complexes were obtained in moderate to good yields. The reaction of 1-AgCl with two equivalents of BEt3, instead of BH3, afforded (IPr)-Pr-i.BEt3 complex (1-BEt3) in 86% yield. This procedure enabled the preparation of BEt3-adducts of imidazol- and benzimidazol-2-ylidenes. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.08.045

文献信息

• Transformation of NHC·BEt3 into AgCl·NHC: Efficiently preparative method for early–late heterobimetallic complexes using indenyl-functionalized N-heterocyclic carbene as a bridging ligand
  作者：Tetsuya Okayama、Takashi Watanabe、Yuki Hatayama、Shinji Ishihara、Yoshitaka Yamaguchi

  DOI：10.1016/j.ica.2016.04.009

  日期：2016.7

  Mo–Ru (2-Ru) heterobimetallic complexes in good yields. Conversion of “the protecting group” for NHC from BEt3 into AgCl was an efficient method for the preparation of early–late heterobimetallic complexes using the hybrid-type NHC ligand as a bridging mode.

  摘要在1,2-二氯乙烷（DCE）中用1.1当量的AgCl在回流条件下用1当量的AgCl处理IiPr·BEt3（3a）（IiPr = 1.3-二异丙基咪唑-2-亚甲基）（1a），得到AgCl·IiPr络合物（4a）。获得高产。通过在DCE回流条件下IMes·BEt3（3b）与AgCl反应，也获得了AgCl·IMes（IMes ＝ 1.3-双（2,4,6-三甲基苯基）咪唑-2-亚甲基）（4b）。该步骤适用于悬挂NHC·BEt3单元的茚基-钼配合物（1）。干净地进行BEt3与AgCl的交换反应，得到悬在AgCl·NHC单元（2-Ag）上的钼配合物。用[Pd（η3-烯丙基）Cl] 2或[RuCl2（η6-p-cymene）] 2处理2-Ag可得到Mo-Pd（2-Pd）或Mo-Ru（2-Ru）异双金属配合物。良品率高。
• Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene: versatile synthons for synthesis of N-heterocyclic carbene complexes
  作者：Yoshitaka Yamaguchi、Taigo Kashiwabara、Kenichi Ogata、Yumiko Miura、Yoshiyuki Nakamura、Kimiko Kobayashi、Takashi Ito

  DOI：10.1039/b405459h

  日期：——

  The reaction of an imidazolium salt with LiBEt3H afforded triethylborane adduct of imidazol-2-ylidene, which can act as a carbene precursor for the synthesis of a transition metal complex as well as a main group element complex.

  咪唑鎓盐与 LiBEt3H 反应生成了咪唑-2-亚基的三乙基硼烷加合物，它可以作为合成过渡金属络合物和主族元素络合物的碳烯前体。
• The reaction of amidinato(pyridine) complexes of molybdenum and tungsten with triethylborane adduct of N-heterocyclic carbene (NHC·BEt3): Investigation on the reactivity of NHC·BEt3 as carbene precursor toward transition metal complexes
  作者：Kenichi Ogata、Yoshitaka Yamaguchi、Taigo Kashiwabara、Takashi Ito

  DOI：10.1016/j.jorganchem.2005.07.015

  日期：2005.12

  M = W; 2-W), was investigated. The reaction of compound 1 with complex 2 under toluene-reflux conditions resulted in the formation of carbene complex [M(η3-allyl)η2-(NPh)2CH}(CO)2(NHC)] (M = Mo, NHC = IiPr; 3a-Mo, M = Mo, NHC = IMes; 3b-Mo, M = W, NHC = IiPr; 3a-W, M = W, NHC = IMes; 3b-W). These complexes were characterized spectroscopically as well as by X-ray analyses. Complex 3a-Mo was formed in various

  N-杂环卡宾的三乙基硼烷加合物NHC·BEt 3的反应（NHC = I i Pr = 1,3-二异丙基咪唑-2-亚烷基（I i Pr·BEt 3 ; 1a），NHC = IMES = 1.3 -diMESitylimidazol -2-亚基（IMES·BET 3 ;图1b）），其是通过相应的咪唑鎓盐的反应用等效利贝特之一3 H，与amidinato（吡啶）络合物，[M（η 3 -烯丙基）η 2-（NPh）2 CH}（CO）2（NC 5 H 5）]（M = Mo; 2-Mo M = W; 2-W）调查了什么。化合物的反应1具有复杂2甲苯回流条件下导致的卡宾配合物[M（η形成3 -烯丙基）η 2 - （NPH）2 CH}（CO）2（NHC）]（M =钼，NHC = I我镨;图3a-沫，M =钼，NHC = IMES;图3b-Mo系，M = W，NHC = I我镨;图3a-W，M = W，NHC
• Synthesis and reactivity of [M(η3-allyl)(η2-amidinato)(CO)2(phosphonium ylide)] (M = Mo, W): Investigation of the ligand properties of phosphonium ylides
  作者：Daichi Takaki、Kenichi Ogata、Youji Kurihara、Kazuyoshi Ueda、Toru Hashimoto、Yoshitaka Yamaguchi

  DOI：10.1016/j.ica.2017.11.019

  日期：2018.2

  Phosphonium ylide complexes of Mo and W formulated as [M(eta(3)-allyl)eta(2)-(NPh)(2)CH}(CO)(2)(CH2PR3)] (M = Mo, R = Me: 2a-Mo; M = Mo, R = Ph: 2b-Mo, and M = W, R = Me: 2a-W) were prepared by the reaction of amidinato(pyridine) complex, [M(eta(3)-allyl)eta(2)-(NPh)(2)CH}(CO)(2)(NC5H5)] (M = Mo: 1-Mo and M = W: 1-W), with a phosphonium ylide, CH2PR3 (R = Me, Ph), which was generated in situ by the reaction of the corresponding phosphonium salt with (BuLi)-Bu-n. These complexes were characterized spectroscopically, as well as by the X-ray diffraction. The phosphonium ylide ligand shows stronger electron donating ability toward the metal than N-heterocyclic carbene or phosphine ligands. This trend is supported by the comparison of the spectroscopic data and the DFT calculations. We also investigated the reactivity of the phosphonium ylide complexes 2-Mo with two-electron donors such as PEt3 and NHC. In the case of the PPh3 ylide complex (2b-Mo), the substitution reaction of the ylide ligand for the two-electron donors took place cleanly to yield the corresponding complexes. On the other hand, in the PMe3 ylide complex (2a-Mo), the substituted complexes formed but the unreacted ylide complex 2a-Mo was also present in the reaction mixture. These results show that the bond strength of the M-C(phosphonium ylide) bond is affected by the substituents on the phosphorus atom. (C) 2017 Elsevier B.V. All rights reserved.