N,N'-bis(benzaldimine)ferroceneamine | 350670-76-7

• 英文名称: N,N'-bis(benzaldimine)ferroceneamine
• 英文别名: Fe[η-C5H4NC(H)Ph-N]2
• CAS: 350670-76-7
• 化学式: C₂₄H₂₀FeN₂
• 分子量: 392.283
• InChiKey: OEAQEDHXBUKDEE-UHFFFAOYSA-N

计算性质

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

反应信息

• 作为反应物：
  描述：

  N,N'-bis(benzaldimine)ferroceneamine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  具有 1,1'-亚二茂铁骨架和苄基 N-取代基的稳定结晶 N-杂环卡宾

  摘要：

  两种基于二茂铁的 NHC 类型 fc[(NR) 2 C:] ( 1 R ; fc=1,1'-ferrocenylene) 包含苄基N - 取代基由相应的甲脒化合物1 R H[BF 4 ]合成与LiN(SiMe 3 ) 2反应。在 R=CH 2 Ph (Bn)的情况下，卡宾通过与硫和硒的捕获反应表征，得到 fc[(NBn) 2 CS] ( 1 Bn S) 和 fc[(NBn) 2 CSe] ( 1 Bn Se）。得到热稳定的卡宾，R=CH 2元 (Bn*)。它与硫和硒的反应分别得到 fc[(NBn*) 2 CS] ( 1 Bn* S) 和 fc[(NBn*) 2 CSe] ( 1 Bn* Se)。它与[Rh(μ-Cl)(COD)] 2 (COD=cycloocta-1,5-diene)反应，COD配体被CO取代，得到顺式-[RhCl(CO) 2 ( 1 Bn* )]。结合cis -[RhCl(CO)

  DOI：

  10.1002/zaac.202200334
• 作为产物：
  描述：

  1,1'-ferrocene diamine 、 苯甲醛 以 四氢呋喃 为溶剂， 生成 N,N'-bis(benzaldimine)ferroceneamine
  参考文献：
  名称：

  具有 1,1'-亚二茂铁骨架和苄基 N-取代基的稳定结晶 N-杂环卡宾

  摘要：

  两种基于二茂铁的 NHC 类型 fc[(NR) 2 C:] ( 1 R ; fc=1,1'-ferrocenylene) 包含苄基N - 取代基由相应的甲脒化合物1 R H[BF 4 ]合成与LiN(SiMe 3 ) 2反应。在 R=CH 2 Ph (Bn)的情况下，卡宾通过与硫和硒的捕获反应表征，得到 fc[(NBn) 2 CS] ( 1 Bn S) 和 fc[(NBn) 2 CSe] ( 1 Bn Se）。得到热稳定的卡宾，R=CH 2元 (Bn*)。它与硫和硒的反应分别得到 fc[(NBn*) 2 CS] ( 1 Bn* S) 和 fc[(NBn*) 2 CSe] ( 1 Bn* Se)。它与[Rh(μ-Cl)(COD)] 2 (COD=cycloocta-1,5-diene)反应，COD配体被CO取代，得到顺式-[RhCl(CO) 2 ( 1 Bn* )]。结合cis -[RhCl(CO)

  DOI：

  10.1002/zaac.202200334

文献信息

• The synthesis and metal coordination chemistry of new 1,1′-N-substituted ferrocenediyl ligands derived from 1,1′-diaminoferrocene
  作者：Vernon C. Gibson、Nicholas J. Long、Edward L. Marshall、Philip J. Oxford、Andrew J. P. White、David. J. Williams

  DOI：10.1039/b101795k

  日期：——

  A series of 1,1′-N-substituted ferrocenediyl ligands has been synthesised from 1,1′-diaminoferrocene via Schiff base condensation reactions and the coordination chemistry probed by reaction with Zr and Al reagents; an unusual dimetallic, bis-chelate Al complex has been structurally characterised.

  我们通过希夫碱缩合反应从 1,1â²-二氨基二茂铁中合成了一系列 1,1â²-N 取代二茂铁配体，并通过与 Zr 和 Al 试剂的反应探究了其配位化学性质；我们从结构上确定了一种不寻常的二金属双螯合 Al 复合物。
• Highly diastereoselective reduction of ferrocene bis-imines with methyllithium and the formation of C2-symmetric Zr complexesElectronic supplementary information (ESI) available: experimental procedures and characterization data for all new compounds. See http://www.rsc.org/suppdata/cc/b3/b308360h/
  作者：Alexandr Shafir、Dorothea Fiedler、John Arnold

  DOI：10.1039/b308360h

  日期：——

  Alkylation of ferrocene bis-imines Fc[NC(H)Ar]2 (Ar = Ph, p-Tol) with MeLi was found to proceed in a highly diastereoselective fashion producing the C2-symmetric ferrocene diamines Fc[NC(H)(Me)Ar]2–H2 with 90% diastereomeric excess. This process allowed for the synthesis of C2-symmetric zirconium complexes Fc[NC(Me)Ar]ZrBn2.

  用 MeLi 烷基化二茂铁双亚胺 Fc[NC(H)Ar]2（Ar = Ph、p-Tol）的过程具有高度非对映选择性，可生成 C2 对称二茂铁二胺 Fc[NC(H)(Me)Ar]2-H2，非对映过量率为 90%。通过这一过程可以合成 C2 对称的锆配合物 Fc[NC(Me)Ar]ZrBn2 。
• The synthesis, coordination chemistry and ethylene polymerisation activity of ferrocenediyl nitrogen-substituted ligands and their metal complexes
  作者：Vernon C. Gibson、Charlotte K.A. Gregson、Catherine M. Halliwell、Nicholas J. Long、Philip J. Oxford、Andrew J.P. White、David J. Williams

  DOI：10.1016/j.jorganchem.2005.05.051

  日期：2005.12

  Treatment of aminoferrocene with substituted 2-hydroxybenzaldehydes yields the air- and moisture-stable ligands 1-4, which were then reacted to form the chromium dichloride complexes 5-7 and the nickel bis-chelate species 8 and 9. The metal compounds are very air-sensitive but the chromium compounds act as pre-catalysts for the polymerisation of ethylene. Reaction of 1,1'-bis(amino)ferrocene with similarly substituted 2-hydroxybenzaldehyes or simple benzaldehyde gives the ligands 10-12 and 17, respectively. The X-ray crystal structure of 11 shows the molecule to have non-crystallographic C-2 symmetry and to be linked by C-H-...pi interactions between the anthracene rings. Titanium-containing complexes 13-16 can be formed utilising ligands 10-12 and there is a change in geometry within the complexes dependent on the adjacent co-ligands, whilst ligand 17 can be reacted with PdClMe(COD) to form the chelate complex 18. Cyclic voltammetric studies have been carried out on 18 and its oxidised analogue 19, but both complexes are inactive towards ethylene polymerisation. (c) 2005 Elsevier B.V. All rights reserved.
• Suzuki cross-coupling in aqueous media catalyzed by a 1,1′-N-substituted ferrocenediyl Pd(II) complex
  作者：Zhiqiang Weng、Lip Lin Koh、T.S.Andy Hor

  DOI：10.1016/j.jorganchem.2003.09.028

  日期：2004.1

  Reaction of PdCl2(MeCN)(2) with Fe[eta-C5H4NC(H)Ph-N](2) (1) at MeOH at r.t. gives air-stable PdCl2Fe[eta-C5H4NC(H)Ph-N](2) (2; yield 84%). X-ray single-crystal diffraction analyses show that 2 is a Pd(II) square planar complex with N,N' chelation of the ferrocenediyl ligand, without Fe-Pd bond. It effectively catalyzes Suzuki cross-coupling reactions of aryl iodides and bromides with aryl boronic acids in aqueous media under non-homogeneous conditions in which the products can be easily isolated. The reaction conditions including choice of base, catalytic load and catalyst recoverability have been investigated and reported. (C) 2003 Elsevier B.V. All rights reserved.