N,N'-bis(2-isopropylphenyl)acenaphthenequinonediimine | 439607-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-bis(2-isopropylphenyl)acenaphthenequinonediimine
• 英文别名: 1,2-bis((2-isopropylphenyl)imino)-acenaphthene；bis(2-isopropylphenylimino)acenaphthene；2-iPrC6H4-BIAN；1-N,2-N-bis(2-propan-2-ylphenyl)acenaphthylene-1,2-diimine
• CAS: 439607-72-4
• 化学式: C₃₀H₂₈N₂
• 分子量: 416.566
• InChiKey: LXWKQELHWGEDOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  iron(dichloride)*1.5(tetrahydrofuran) 、 N,N'-bis(2-isopropylphenyl)acenaphthenequinonediimine 以 甲苯 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  氧化还原活性双（亚氨基）ac（BIAN）铁配合物的合成与催化

  摘要：

  各种取代的双（亚氨基）ac（R-BIANs）与FeCl 2（thf）1.5的反应从庞大的α-二亚胺和八面体络合物[Fe（R- BIAN）得到四面体络合物（R-BIAN）FeCl 2（2） ）3 ] [FeCl 4 ] 2（3）来自体积较小的配体。形成配合物3的驱动力是低自旋Fe II中心的高配体场稳定性。两组配合物表现出不同的电荷转移带强度和氧化还原活性。（R-BIAN）FeCl 2复合物在-0.9 V处显示可逆的以配体为中心的还原（vs. FcH / FcH+ ; FcH：二茂铁）；进一步还原导致分解。在0.2和0.4 V时观察到不可逆的氧化，在-0.4 V时发生还原，在1.0 V时发生以配体为中心的氧化还原事件。Fe（BIAN）络合物在烯烃加氢中的首次应用表明，在以下条件下具有良好的催化活性温和的条件。

  DOI：

  10.1002/cctc.201700144
• 作为产物：
  描述：

  2-异丙基苯胺 、 苊醌 在 溶剂黄146 作用下， 以 乙腈 为溶剂， 生成 N,N'-bis(2-isopropylphenyl)acenaphthenequinonediimine
  参考文献：
  名称：

  Chromium Complexes with Acenaphthene Imine Derivative Ligands Synthesis and Catalysis on Diene Polymerization

  摘要：

  Treatment of the bis(arylimino)acenaphthene (BIAN) ligands with CrCl2(THF)(2) in THF affords mononuclear complexes of (Ar)BIANCrCl(2)(THF)(2) (3a, Ar = 2-(PrC6H4)-Pr-i; 3b, Ar = 2,6-Me2C6H3) and chlorine-bridging dinudear complexes (Ar)BIANCrCl(mu-Cl)(3)Cr(THF)(Ar)BIAN (3c, Ar = 2,6-Et2C6H3; 3d, Ar = 2,6-(Pr2C6H3)-Pr-i). The molecular structures of 3b-3d were characterized by X-ray diffraction analysis, and all the chromium atoms are in octahedral geometries. Similar reactions of N-(arylimino)acenaphthenones with CrCl2(THF)(2) afford the dinudear chromium complexes with 1,1'-bis(2-aryliminoacenaphthene-1-olate) tetradentate ligands ArBIAOCr(2)Cl(4)(THF)(2) (4b, Ar = 2,6-Me2C6H3; 4c, Ar = 2,6-Et2C6H3) via a pinacol cross-coupling reaction. Upon activation with MAO, these complexes show moderate-to-high activities in butadiene and isoprene polymerization, affording a cis-1,4-enriched polymer.

  DOI：

  10.1021/om200733e

文献信息

• Cationic and Neutral (Ar‐BIAN)Copper(I) Complexes Containing Phosphane and Arsane Ancillary Ligands: Synthesis, Molecular Structure and Catalytic Behaviour in Cycloaddition Reactions of Azides and Alkynes
  作者：Lidong Li、Patrícia S. Lopes、Cláudia A. Figueira、Clara S. B. Gomes、M. Teresa Duarte、Vitor Rosa、Christophe Fliedel、Teresa Avilés、Pedro T. Gomes

  DOI：10.1002/ejic.201201211

  日期：2013.3.12

  Invited for the cover of this issue are the groups of Pedro T. Gomes (Universidade Tecnica de Lisboa) and Teresa Aviles (Universidade Nova de Lisboa). The cover image shows the structure of one of the catalysts against a background of a bridge symbolising the collaboration between the two groups.

  Pedro T. Gomes (Universidade Tecnica de Lisboa) 和 Teresa Aviles (Universidade Nova de Lisboa) 受邀登上本期封面。封面图片展示了其中一个催化剂的结构，背景是一座象征两个团体之间合作的桥梁。
• Synthesis and structural characterisation of (aryl-BIAN)copper(i) complexes and their application as catalysts for the cycloaddition of azides and alkynes
  作者：Lidong Li、Patrícia S. Lopes、Vitor Rosa、Cláudia A. Figueira、M. Amélia N. D. A. Lemos、M. Teresa Duarte、Teresa Avilés、Pedro T. Gomes

  DOI：10.1039/c2dt11854h

  日期：——

  complexes 5–7 show a partially reversible oxidation and an irreversible reduction feature. Both kinds of (Ar-BIAN)copper(I) complexes are active catalysts for the copper(I)-catalysed azide–alkyne cycloaddition reaction (CuAAC). Complex 7, bearing PPh3 ligands, exhibits the highest catalytic activity, which is comparable with that of the typical CuSO4–sodium ascorbate catalyst system.

  合成了一系列基于Ar-BIAN的铜（I）配合物（其中Ar-BIAN =双（芳基）ac萘醌二亚胺）并通过1 H和13 C NMR光谱，FT-IR光谱，MALDI-TOF-MS光谱，循环伏安法和单晶X射线衍射。通式[Cu（Ar-BIAN）2 ] BF 4（其中Ar = C 6 H 5（1），4- i PrC 6 H 4（3），2- i PrC 6 H 4（4））是通过[Cu（NCMe）4 ] BF 4与两个等价的相应Ar-BIAN配体，在二氯甲烷，而[Cu（Ar-BIAN）L 2 ] BF 4类型的单螯合物（其中Ar = 2,6- i Pr 2 C 6 H 3，L = PhCN（6）; Ar = 4- i通过在不存在或存在下用一当量的相应Ar-BIAN配体处理[Cu（NCR）4 ] BF 4（R = Me，Ph）即可轻松获得PrC 6 H 4，L = PPh 3（7））在相同的溶剂中加入两当量的PPh
• Synthesis and characterization of rigid bidentate nitrogen ligands and some examples of coordination to divalent palladium. X-ray crystal structures of bis (p-tolylimino) acenaphthene and methylchloro [bis(o,o′-diisopropylphenyl-imino) acenaphthene] palla
  作者：Rob van Asselt、Cornelis J. Elsevier、Wilberth J. J. Smeets、Anthony L. Spek、Roland Benedix

  DOI：10.1002/recl.19941130204

  日期：——

  synthesis of bis(isopropylimino)cyclohexane is described, but it was found that a tautomeric imine-enamine compound is formed which coordinates to palladium(II) in a monodentate fashion, which could not be converted to a chelating ligand. The structures of p Tol-BIAN and Pd(Me)Cl(o,o′-i Pr2C6H3-BIAN) in the solid state were determined by X-ray diffraction. p Tol-BIAN is monoclinic, space group C2,

  描述了刚性双齿氮配体双-（苯基亚氨基）樟脑（Ph-BIC）和一系列双（芳基））啶（Ar-BIAN）的合成和表征。这些配体是在樟脑醌或苯醌与相应的（取代的）苯胺在ZnCl 2或NiBr 2的存在下反应，然后在随后的步骤中除去金属盐而合成的。NDDO在p Tol- BIAN上的计算表明，该配体的电子性质与开链类似物Ph-DAB（DAB = 1,4-diaza-1,3-butadiene）相当。Ar-BIAN配体的亚胺N原子上的芳族基团定向在双（亚氨基）ac基平面之外，导致形成顺式和反式为异构体的邻位-取代的衍生物ö -MeC 6 ħ 4 -BIAN和OI PRC 6 ħ 4 -BIAN。在溶液中观察到这些配体的一种异构体，但是与Pd（Me）Cl片段配位后，由于形成了两种异构体，因此同时存在顺式和反式形式。此外，描述了尝试合成双（异丙基亚氨基）环己烷，但是发现形成了互变异构的亚胺-烯胺化合物，其
• The formation and polymerization behavior of Ni(II) α-diimine complexes using various aluminum activators
  作者：Richard J Maldanis、John S Wood、A Chandrasekaran、Marvin D Rausch、James C.W Chien

  DOI：10.1016/s0022-328x(01)01340-7

  日期：2002.2

  propylene polymerization in combination with different aluminum co-catalysts. The precatalysts used in the study were [ArNC(Nap)C(Nap)NAr]NiBr2 (Nap=1,8-naphthdiyl) (1, Ar=2,4,6-trimethylphenyl; 2, Ar=2-tBu phenyl; 3, Ar=2-iPr phenyl). These complexes were synthesized via a one-pot reaction where the ligand is formed via an acid catalyzed condensation followed by direct addition of nickel(II) bromide

  已合成了几种Ni（II）α-二亚胺配合物，并与不同的铝助催化剂结合用于乙烯和丙烯的聚合反应。研究中使用的预催化剂为[ArNC（Nap）C（Nap）NAr] NiBr 2（Nap = 1,8-萘二基）（1，Ar = 2,4,6-三甲基苯基; 2，Ar = 2- t Bu苯基; 3，Ar = 2- iPr苯基）。这些配合物是通过一锅反应合成的，其中配体是通过酸催化的缩合反应，然后直接添加溴化镍（II）形成的。还通过两步法制备配合物，其中首先通过在适当的苯胺和醌之间缩合形成配体，然后使所得的配体与（1,2-二甲氧基乙烷）二溴化镍（II）反应。配合物1和2的X射线结构研究已经进行了。二乙基氯化铝（DEAC）和1,3-二氯-1,3-二异丁基二铝氧烷（DCDAO）与聚甲基铝氧烷（MAO）相比，与这些Ni（II）α-二亚胺络合物结合使用，对乙烯和丙烯聚合反应显示出更高的活性。还给出了所得聚合物的分子量以及它们各自的多分散度和T
• Aerobic oxidation of benzylic alcohols catalysed by new (aryl‐BIAN)copper(I) complexes: Their synthesis and structural characterization
  作者：Vitor Rosa、Helena Laronha、Clara S. B. Gomes、Cristina M. Cordas、João Brinco、Flávia Freitas、Marco D. R. Gomes da Silva、Teresa Avilés

  DOI：10.1002/aoc.7193

  日期：2023.9

  behaviour of complexes: 1 (1a, and 1b), 2, and 3 (3a and 3b) and the known compound [Cu(2-iPrC6H4-BIAN)2][BF4] (7) were investigated by cyclic voltammetry. The new complexes 1 (1a, 1b), 2, and 3 (3a, 3b) were tested as catalysts for the aerobic oxidation of benzylic alcohols into aldehydes; they all catalyse the reaction, with good results; the catalytic studies were extended to the similar known complexes

  一种新的中性二聚 Ar-BIAN Cu(I) 络合物（其中 Ar-BIAN = 双（芳基亚氨基）苊）的配方 [CuBr(4- i PrC 6 H 4 -BIAN)] 2 ( 2 ) 通过反应获得CuBr 和配体 4- i PrC 6 H 4 -BIAN ( L2 ) 在氩气气氛下在回流乙腈中。当使用的配体是 2,4,6-Me 3 C 6 H 2 -BIAN ( L1 ) 时，我们得到1，其中存在预期的二聚体 ( 1a )，但我们也可以在溶液中观察到存在双螯合物二聚体 [Cu(2,4,6-Me3 C 6 H 2 -BIAN) 2 ][CuBr 2 ] ( 1b ) 带有 CuBr 2 -作为抗衡离子；将他们分开的尝试失败了。当使用的配体是 2- i PrC 6 H 4 -BIAN ( L3 ) 时，我们得到了3，其中预期的二聚体 ( 3a ) 在溶液中与其双螯合物异构体 [Cu(2- i PrC