2-(((2,6-diisopropylphenyl)imino)methyl)-6-methylphenol | 1031691-15-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(((2,6-diisopropylphenyl)imino)methyl)-6-methylphenol
• 英文别名: 2-Me-6-(2,6-iPr2C6H3)N=CHC6H3OH；HO-2-Me-6-((2,6-(i-Pr)2C6H3)N=CH)C6H3；2-[[2,6-di(propan-2-yl)phenyl]iminomethyl]-6-methylphenol
• CAS: 1031691-15-2
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: JAMLJLKYKYJDKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (五甲基环戊二烯基)三氯化钛(IV) 、 2-(((2,6-diisopropylphenyl)imino)methyl)-6-methylphenol 在 CH₃(CH₂)3Li 作用下， 以 乙醚 、 正己烷 为溶剂， 以59.1%的产率得到Cp*TiCl2[O-2-Me-6-[(2,6-iPr2C6H3)N=CH]C6H3]
  参考文献：
  名称：

  含苯氧基亚胺配体的半茂钛化合物的合成及其在烯烃聚合反应中的应用

  摘要：

  各种含有Cp'TiCl 2 [O-2-R 1 -6-（R 2 N CH）C 6 H 3 ]型苯氧基亚胺配体的半钛茂金属[Cp'= Cp *（C 5 Me 5）和R 1，R 2 = Me，2,6- iPr 2 C 6 H 3（1）；Pr 2 C 6 H 3（1）。Ť卜2,6-我Pr 2 C 6 H 3（2）; 我，t卜（3）; Ť卜，Ť卜（4）; Cp'= 1,2,4-Me 3 C 5 H 2和R 1，R 2 = Me，2,6- iPr 2 C 6 H 3（5）；Pr 2 C 6 H 3（5）。Cp'= Cp和R 1，R 2 = Me，2,6- iPr 2 C 6 H 3（6）；Pr 2 C 6 H 3（6）。我，tBu（7）]是通过Cp'TiCl 3与LiO-2-R 1 -6-（R 2 N CH）C 6 H 3反应制得的，而LiO-2-R 1 -6-（R 2 N CH）C 6 H 3是通过用n

  DOI：

  10.1021/om700660b
• 作为产物：
  描述：

  2,6-二异丙基苯胺 、 2-羟基-3-甲基苯甲醛 以 甲醇 、 乙醇 、 正己烷 为溶剂， 以79 %的产率得到2-(((2,6-diisopropylphenyl)imino)methyl)-6-methylphenol
  参考文献：
  名称：

  苯氧亚胺配体支持的钛 (IV) μ-Oxo 络合物：合成、晶体结构表征、DFT 和分子对接研究

  摘要：

  ：在室温、氮气气氛下，丁醇钛与苯氧亚胺配体以 1:1 化学计量在甲苯中反应，合成了一种新的晶体配合物 [Ti{La}]。该复合物已通过各种光谱和分析技术进行了表征。通过 X 射线衍射分析的合适晶体确定了具有六配位钛中心的稳定双核 μ-氧配合物的形成。该晶体呈单斜晶系，空间群为C 1 2/c 1。X射线晶体结构分析表明，该配合物具有菱形Ti-O-Ti核，并表现出具有扭曲八面体几何形状的C2对称构象。新合成的Ti配合物进行了密度泛函理论和对接研究。使用 B3LYP 和 6-31+G 基组对激活物质进行了密度泛函理论 (DFT) 计算，深入了解了前沿轨道和 Mulliken 电荷分析，这与实验结果显示出良好的相关性。此外，针对 HER2 抑制剂激酶进行了配体和复合物的计算机分子对接。该复合物与 HER2 (PDB:7JXH) 活性口袋的结合能 ΔGb = -19.7 kcal/mol 比配体 ΔGb

  DOI：

  10.2174/1570180820666230714141927

文献信息

• Synthesis of Al complexes containing phenoxy-imine ligands and their use as the catalyst precursors for efficient living ring-opening polymerisation of ε-caprolactone
  作者：Jingyu Liu、Naruhito Iwasa、Kotohiro Nomura

  DOI：10.1039/b801561a

  日期：——

  Al complexes containing phenoxy-imine ligands of type, Me2Al[O-2-R1-6-(R2NCH)C6H3] [R1 = Me, R2 = 2,6-iPr2C6H3 (1a), tBu (1b); R1 = tBu, R2 = 2,6-iPr2C6H3 (2a), tBu (2b), cyclohexyl (2c), adamantyl (2d), C6H5 (2e), 2,6-Me2C6H3 (2f), C6F5 (2g)] have been prepared in high yields from AlMe3 by treating with 1.0 equiv. of 2-R1-6-(R2NCH)C6H3OH in n-hexane. Structures for 1a, 1b, 2a–e and 2g were determined by X-ray crystallography, and these complexes have a distorted tetrahedral geometry around Al; both the Al–O and the Al–N bond distances were influenced by substituents in both the aryloxo and the imino groups. Me2Al[μ2-O-2-(R2NCH)C6H4](AlMe3) [R2 = 2,6-iPr2C6H3 (3a), tBu (3b)] were prepared exclusively by reaction of AlMe3 with 2-(R2NCH)C6H4OH, and these complexes form a distorted tetrahedral geometry around each Al centre with additional AlMe3 coordinating to the oxygen in the phenoxy-imine ligand. Complexes 1a, 1b and 2a–g were tested as catalyst precursors for ring-opening polymerisation (ROP) of ε-caprolactone (CL) in the presence of nBuOH (1.0 equiv. to Al), and their catalytic activities were strongly influenced by the imino substituent (R2). The efficient ROP has been achieved using the C6F5 analogue (2g), with the ROP taking place in a living manner.

  含有苯氧亚胺配体类型的 Al 配合物 Me2Al[O-2-R1-6-(R2NCH)C6H3] [R1 = Me, R2 = 2,6-iPr2C6H3 (1a), tBu (1b); R1 = tBu, R2 = 2,6-iPr2C6H3 (2a), tBu (2b), cyclohexyl (2c), adamantyl (2d), C6H5 (2e), 2,6-Me2C6H3 (2f), C6F5 (2g)],通过在 n-己烷中用 1.0 当量的 2-R1-6-(R2NCH)C6H3OH 处理 AlMe3 高产率地制备。通过 X 射线晶体学确定了 1a, 1b, 2a–e 和 2g 的结构, 这些配合物在 Al 周围具有扭曲的四面体几何结构; Al–O 和 Al–N 键距离都受到 aryloxo 和 imino 基团中取代基的影响。 Me2Al[μ2-O-2-(R2NCH)C6H4](AlMe3) [R2 = 2,6-iPr2C6H3 (3a), tBu (3b)], 通过 AlMe3 与 2-(R2NCH)C6H4OH 的反应独有地制备, 这些配合物在每个 Al 中心周围形成扭曲的四面体几何结构, 并额外有 AlMe3 与苯氧亚胺配体中的氧配位。 1a, 1b 和 2a–g 被测试为环开聚合 (ROP) 的催化剂前体, 在 nBuOH (相对于 Al 为 1.0 当量) 存在下进行 ε-己内酯 (CL) 的 ROP, 其催化活性强烈受到 imino 取代基 (R2) 的影响。使用 类似物 (2g) 实现了高效的 ROP, 其中 ROP 以活性方式进行。
• Synthesis and Structural Analysis of (Arylimido)vanadium(V) Complexes Containing Phenoxyimine Ligands: New, Efficient Catalyst Precursors for Ethylene Polymerization
  作者：Yoshifumi Onishi、Shohei Katao、Michiya Fujiki、Kotohiro Nomura

  DOI：10.1021/om800177g

  日期：2008.6.9

  (arylimido)vanadium(V) complexes containing phenoxyimine ligands of the type V(NAr)Cl2[O-2-R-6-(2,6-iPr2C6H3)N═CH}C6H3] [Ar = 2,6-Me2C6H3; R = H (1a), Me (1b), tBu (1c)] have been prepared in 64−78% yields from V(NAr)Cl3 with LiO-2-R-6-[(2,6-iPr2C6H3)N═CH]C6H3. The structures for 1a−c determined by X-ray crystallography indicate that these complexes have distorted square-pyramidal structures around vanadium

  一系列含（V）（NAr）Cl 2 [O-2-R-6-（2,6- i Pr 2 C 6 H 3）N═CH}类型的苯氧亚胺配体的（芳基氨基）钒（V）络合物C 6 H 3 ] [Ar = 2,6-Me 2 C 6 H 3；R = H（1a），Me（1b），t Bu（1c）]已由V（NAr）Cl 3和LiO-2-R-6-[（2,6- i Pr 2 C 6 H 3）N═CH] C 6 H 3。的结构通过X射线晶体学测定的1a - c表明这些络合物在钒周围具有扭曲的方锥体结构，该结构由扭曲的方锥体顶部的芳基配体和形成平面的N，O-螯合物组成包括芳基氧代环和亚氨基氮。1c [90.49（2）°]的Cl-V-Cl键角明显小于1a，b [91.97（7）°，91.25（2）°]和V-N（亚胺）的键角1c [2.203（2）Å]中的键距比1b，c [分别为[2.216（4），2.2165（17）Å]中的键距
• Bis-Salicylaldiminato Complexes of Zinc. Examination of the Catalyzed Epoxide/CO₂ Copolymerization
  作者：Donald J. Darensbourg、Patrick Rainey、Jason Yarbrough

  DOI：10.1021/ic0006403

  日期：2001.2.1

  A series of salicylaldimine ligands of the general formula ((NRC7H5-x)-C-2(R-1)(x)OH) [x = 1 or 2; R-1 = Me, (BU)-B-t, Cl, OMe: R-2 = 2 6-(Pr2C6H3)-Pr-1, or 3,5-(CF3)(2)C6H3] have been synthesized and characterized via H-1 and C-13 NMR, elemental analysis, and X-ray crystallography. The concomitant series of zinc bis(salicylaldiminato) complexes of the general formula ((NRC7H5-x)-C-2(R-1)(x)O)(2)Zn have been synthesized and characterized in the solid state by X-ray crystallography. All complexes crystallized as four coordinate monomers with distorted tetrahedral geometry about the zinc center. The O-Zn-O angles range between 105 and 112.5 degrees, and the N-Zn-N bond angles were more obtuse spanning the range 122.9-128.9 degrees The only deviation from distorted tetrahedral geometry occurred when R-2 = 3,5-(CF3)(2)C6H3 which crystallized as a distorted trigonal bipyramidal dimeric species with O-ax-Zn-O-ax bond angles of 165.00(15)degrees. The equatorial angles approach 120 degrees except for the N-eq-Zn-N-eq angle of 110.54(16)degrees which is attributed to the strain of the bridging ligands. The zinc bis(salicylaldiminato) complexes showed varying activities as catalyst precursors for the copolymerization of CO2 and cyclohexene oxide. Activation is proposed to occur via CO, insertion in the phenolic Zn-O bond with simultaneous ring-opening resulting in a site for epoxide binding. The difference in activity has been ascribed to the different steric/electronic effects provided by the R-1 and R-2 substituents an the various steps of the copolymerization mechanism, The activity of the zinc bis(salicyaldiminato) catalyst precursors (< 16 gpoly/m/g . Zn/hr) were similar to the activities of the previously reported zinc phenoxide complexes for this reaction: however, unlike; the zinc phenoxide catalysts, the zinc bis(salicylaldiminato) complexes produced poly(cyclohexane carbonate) with greater than 99% carbonate linkages.