1,2-bis(dimethylamino)-1,2-dibora-[2]ferrocenophane | 191734-85-7

• 英文名称: 1,2-bis(dimethylamino)-1,2-dibora-[2]ferrocenophane
• 英文别名: [(η5-C5H4)-B(NMe2)-B(NMe2)-(η5-C5H4)Fe]；[(η5-C5H4)-BNMe2-BNMe2-(η5-C5H4)Fe]；[Fe(η5,η5-C5H4B(NMe2)B(NMe2)C5H4)]；[Fe(η5-C5H4B(NMe2))2]
• CAS: 191734-85-7
• 化学式: C₁₄H₂₀B₂FeN₂
• 分子量: 293.795
• InChiKey: OJLUGFNLRBUNHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  2,4-己二炔 、 1,2-bis(dimethylamino)-1,2-dibora-[2]ferrocenophane 在 catalyst: Pd-C 作用下， 以 氘代苯 为溶剂， 生成 [Fe(η5-C5H4B(NMe2))2(Me)C=C-CC-Me]
  参考文献：
  名称：

  Diboration of Dialkynes with [2]Boraferrocenophanes

  摘要：

  A series of new [4]diboradicarbametalloarenophanes was synthesized via transition-metal-mediated diboration of selected dialkynes by [Fe{eta(5)-C5H4B(NMe2)}(2)] (3) and [Fe{eta(5)-C5H4B(NMe2))(2)Pt(PEt3)(2)] (18), respectively. Hereby, we have found three different structural motifs: (i) single diboration of the dialkynes to afford [Fe{eta(5)-C5H4B(NMe2)}(2){R}C=C-X-C C-R] (R = Me, no X; R = Ph, no X; R = SiMe3, X = C2H2; R = SiMe3, X = 1,4-C6H4), (ii) single diboration with additional coordination of the pendent C C triple bond to a [Pt(PEt3)(2)] fragment affording the dinuclear complexes [(3,4-eta(2)-Fe{eta(5)-C5H4B(NMe2)}(2){R}C=C-C C-R)Pt(PEt3)(2)] (R = Me; R = Ph), and (iii) double diboration of one dialkyne yielding [1,4-(Fe{eta(5)-C5H4B(NMe2)}(2){Me3Si}C=C)(2)C6H4]. Additionally, a series of mononuclear and dinuclear platinum alkyne complexes, [(Et3P)(2)Pt(1,2-eta(2)-R-C C-X-C C-R)] and [{(Et3P)(2)Pt}(2) (mu-1,2-eta(2)-3,4-eta(2)-R-C C-X-C)](R = Me, no X; R = Ph, no X; R = SiMe3, X = 1,4-C6H4), and the platinum alkene complex [(Et3P)(2)Pt(34-eta(2)-E-R-C C-C{H}=C{H}-C C-R)] (R= SiMe3) were derived from the reaction of [Pt(PEt3)(3)] (11) with the corresponding dialkynes. All compounds thus obtained were fully characterized by high-resolution NMR spectroscopy and, in selected cases (that is 14, 2,4, 26a, 27b, and 29), additionally by X-ray diffraction analysis.

  DOI：

  10.1021/om200214w
• 作为产物：
  描述：

  1,1'-bis[chloro(diisopropylamino)boryl]ferrocene 在 K/Na 作用下， 以 not given 为溶剂， 以0%的产率得到1,2-bis(dimethylamino)-1,2-dibora-[2]ferrocenophane
  参考文献：
  名称：

  第一个1,2-二硼硼烷-[2]二茂铁oph烷及其在溶液中的动力学行为

  摘要：

  1,2-双（二甲基氨基）-1,2- dibora- [2]二茂铁基（1）通过1,1'- dilithioferrocene与1,2-二氯双（二甲氨基）乙硼烷（4）的反应来制备。除了绕BN键的旋转受阻（ΔG ‡ > 80 kJ mol -1）外，低温下溶液中的1 H和13 C NMR揭示了另一个动力学过程，并解释为环戊二烯基环在交错和旋转之间运动。黯淡的构象（ΔG （233 K）‡ = 44±1 kJ mol -1）。

  DOI：

  10.1016/s0022-328x(96)06470-4

文献信息

• 1,1′‐Diborylferrocenes from [2]Boraferrocenophanes by Boron–Boron Exchange
  作者：Holger Braunschweig、Bernd Grünewald、Katrin Schwab、Rainer Sigritz

  DOI：10.1002/ejic.200900772

  日期：2009.11

  The reactivity of [2]boraferrocenophane [(η5-C5H4)–BNMe2–BNMe2–(η5-C5H4)Fe] (3) with borane and diborane compounds was examined, resulting in the complete loss of the–BNMe2–BNMe2– bridge and the concomitant formation of 1,1′-borylated ferrocenes. With this unprecedented reactivity pattern, an alternative access to this class of compounds is established.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim

  [2]硼二茂铁[(η5-C5H4)-BNMe2-BNMe2-(η5- )Fe](3)与硼烷和乙硼烷化合物的反应性被检测，导致-BNMe2-BNMe2-桥的完全丧失和1,1'-硼酸化二茂铁的伴随形成。凭借这种前所未有的反应模式，建立了获取此类化合物的替代途径。（© Wiley-VCH Verlag GmbH & Co. KGaA，69451 Weinheim，德国，2009）
• Synthesis of a distanna [2]ferrocenophane and reactivity of [2]ferrocenophanes towards elemental sulfur and selenium
  作者：H. Bera、H. Braunschweig、A. Oechsner、F. Seeler、R. Sigritz

  DOI：10.1016/j.jorganchem.2010.08.028

  日期：2010.11

  Here we report the synthesis and crystal structure of a new [2]ferrocenophane [Fe(eta(5)-C(5)H(4))(2)(SntBu(2))(2)] with a sterically demanding distannanediyl bridge. The reactivity of the title compound towards selected main group elements was examined and in addition, this reactivity pattern was established for the related diboranediyl bridged [2] ferrocenophane [Fe(eta(5)-C(5)H(4))(2)(BNMe(2))(2)]. (C) 2010 Elsevier B.V. All rights reserved.
• Stoichiometric and Homogeneous-Catalytic Diboration of the NN Double Bond of Azobenzene
  作者：Holger Braunschweig、Thomas Kupfer

  DOI：10.1021/ja8006879

  日期：2008.4.1

  The diboration of the N=N double bond of azobenzene was achieved by reaction of the [3]diboraplatinametalloarenophanes derived from ferrocene, [Fe(eta(5)-C(5)H(4))B(NMe(2))Pt(PEt(3))(2)B(NMe(2))( eta(5)-C(5)H(4))], and bis(benzene)chromium, [Cr(eta(6)-C(6)H(5))B(NMe(2))Pt (PEt(3))(2)B(NMe(2))(eta(6)-C(6)H(5))], with an excess of azobenzene in toluene at elevated temperature. The formation of the anticipated ansa-bis(boy)hydrazines was substantiated by the determination of the molecular structure of the chromium derivative by X-ray diffraction. The synthesis of the ansa-bis(boryl)hydrazine derivative of ferrocene could also be accomplished under homogeneous catalysis conditions. Hence, reaction of the well-known [2]boraferrocenophane, [Fe(eta(5)-C(5)H(4))(2)B(2)(NMe(2))(2)], and azobenzene in the presence of 5 mol % [Pt(PEt(3))(3)] afforded the bis-borylated hydrazine derivative in good yields.
• Metal-Mediated Diboration of Alkynes with [2]Borametalloarenophanes under Stoichiometric, Homogeneous, and Heterogeneous Conditions
  作者：Holger Braunschweig、Thomas Kupfer、Matthias Lutz、Krzysztof Radacki、Fabian Seeler、Rainer Sigritz

  DOI：10.1002/anie.200603130

  日期：2006.12.4
• Alternative synthesis and crystal structure of a [2]boraferrocenophane
  作者：Holger Braunschweig、Fabian Seeler、Rainer Sigritz

  DOI：10.1016/j.jorganchem.2007.02.008

  日期：2007.5

  The [2]boraferrocenophane [(eta(5) -C5H4)-B(NMe2)-B(NMe2)-(eta(5)-(CH4)-H-5)Fe] (1) was obtained from the reaction of FeCl2 and (Me2N)(2)B-2(eta(1)-C5H5)(2) as a diborane(4) based ligand precursor in very good yields and fully characterized in the solid by single crystal X-ray diffraction. (C) 2007 Elsevier B.V. All rights reserved.