(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)triethylborane | 797056-36-1

• 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-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)triethylborane
• 英文别名: (1,3-dimesitylimidazol-2-ylidene)*BEt3；[1,3-Bis(2,4,6-trimethylphenyl)imidazol-1-ium-2-yl]-triethylboranuide
• CAS: 797056-36-1
• 化学式: C₂₇H₃₉BN₂
• 分子量: 402.431
• InChiKey: XEFKXALDBDLPSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.32
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  (1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)triethylborane 以 二氯甲烷 、 甲苯 为溶剂， 生成 (1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)pentacarbonylmolybdenum
  参考文献：
  名称：

  Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene: versatile synthons for synthesis of N-heterocyclic carbene complexes

  摘要：

  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。

  DOI：

  10.1039/b405459h
• 作为产物：
  描述：

  三乙基硼氢化锂 、 1,3-双(2,4,6-三甲基苯基)氯化咪唑 以 四氢呋喃 为溶剂， 以46%的产率得到(1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene)triethylborane
  参考文献：
  名称：

  Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene: versatile synthons for synthesis of N-heterocyclic carbene complexes

  摘要：

  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。

  DOI：

  10.1039/b405459h

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。
• From Anionic N-Heterocyclic Dicarbenes to Abnormal Carbene–Borane Complexes: A Logical Synthetic Route
  作者：Yuzhong Wang、Mariham Y. Abraham、Robert J. Gilliard、Pingrong Wei、Jared C. Smith、Gregory H. Robinson

  DOI：10.1021/om201259d

  日期：2012.2.13

  The anionic N-heterocyclic dicarbenes (NHDCs) I are demonstrated to be a convenient platform from which abnormal NHC (aNHC)–borane complexes V–VII may be prepared. The anionic NHDC binuclear complex II and the aNHC mononuclear adduct VII can be interconverted through lithiation and protonation, respectively, of the C2 carbon atom of the imidazole ring.

  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，。
• 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 of N -heterocyclic carbene boranes via silver N -heterocyclic carbene complexes
  作者：Shintaro Ono、Takashi Watanabe、Yosuke Nakamura、Hiroyasu Sato、Toru Hashimoto、Yoshitaka Yamaguchi

  DOI：10.1016/j.poly.2017.08.045

  日期：2017.11

  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.