N-(3-tert-butylsalicylidene)-2'-iso-propylaniline | 215033-72-0

• 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: N-(3-tert-butylsalicylidene)-2'-iso-propylaniline
• 英文别名: N-(3-tert-butylsalicylidene)-2'-isopropylaniline；2-tert-Butyl-6-{[2-(propan-2-yl)anilino]methylidene}cyclohexa-2,4-dien-1-one；2-tert-butyl-6-[(2-propan-2-ylphenyl)iminomethyl]phenol
• CAS: 215033-72-0
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: FNVXCOAPSDAVKG-UHFFFAOYSA-N

物化性质

• 沸点：
  431.7±45.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 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：

  四氯化钛 、 N-(3-tert-butylsalicylidene)-2'-iso-propylaniline 在 正丁基锂 作用下， 以 乙醚 、 正己烷 、 正庚烷 为溶剂， 以71%的产率得到bis[N-(3-tert-butylsalicylidene)-2'-isopropylanilinato]titanium(IV)dichloride
  参考文献：
  名称：

  Ethylene and propylene polymerization behavior of a series of bis(phenoxy–imine)titanium complexes

  摘要：

  This contribution reports ethylene and propylene polymerization behavior of a series of Ti complexes bearing a pair of phenoxy-imine chelate ligands. The bis(phenoxy-imine)Ti complexes in conjunction with methylalumoxane (MAO) can be active catalysts for the polymerization of ethylene. Unexpectedly, this C-2 symmetric catalyst produces syndiotactic polypropylene. C-13 NMR spectroscopy has revealed that the syndiotacticity arises from a chain-end control mechanism. Substitutions on the phenoxy-imine ligands have substantial effects on both ethylene and propylene polymerization behavior of the complexes. In particular, the steric bulk of the substituent ortho to the phenoxy-oxygen is fundamental to obtaining high activity and high molecular weight for ethylene polymerization and high syndioselectivity for the chain-end controlled propylene polymerization. The highest ethylene polymerization activity, 3240 kg/mol-cat h, exhibited by a complex having a t-butyl group ortho to the phenoxy-oxygen, represents one of the highest reported to date for Ti-based non-metallocene catalysts. Additionally, the polypropylene produced exhibits a T-m, 140degreesC, and syndioselectivity, rrrr 83.7% (achieved by a complex bearing a trimethylsilyl group ortho to the phenoxy-oxygen) that are among the highest for polypropylenes produced via a chain-end control mechanism. Hence, the bis(phenoxy-imine)Ti complexes are rare examples of non-metallocene catalysts that are useful for the polymerization of not only ethylene but also propylene. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(03)00096-7
• 作为产物：
  描述：

  2-叔丁基苯酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 3 A molecular sieve 、 乙基溴化镁 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 为溶剂， 反应 20.0h， 生成 N-(3-tert-butylsalicylidene)-2'-iso-propylaniline
  参考文献：
  名称：

  用于烯烃聚合的具有两个苯氧基-亚胺螯合配体的锆配合物家族

  摘要：

  发现具有两个苯氧基-亚胺螯合配体双[N-(3-叔丁基水杨亚基)anilinato]锆(IV)二氯化物(1)的锆配合物显示出非常高的乙烯聚合活性，为550 kg聚合物/mmol使用甲基铝氧烷 (MAO) 作为助催化剂，在 25 °C 和大气压下，cat·h 的粘均分子量 (Mv) 值为 0.9 × 104。在相同聚合条件下，这种活性比 Cp2ZrCl2 表现出的活性高 1 个数量级。使用 Ph3CB(C6F5)4/i-Bu3Al 代替 MAO 作为助催化剂产生极高分子量的聚乙烯，Mv 505 × 104，在 50 °C 下的活性为 11 kg 聚合物/mmol cat·h . 该 Mv 值是均相烯烃聚合催化剂显示的最高值之​​一。配合物 1，使用 Ph3CB(C6F5)4/i-Bu3Al 作为助催化剂，提供了一种高分子量乙烯-丙烯共聚物，Mv 109 × 104，在丙烯含量为 20.7 mol%

  DOI：

  10.1021/ja0032780

文献信息

• Synthesis and thermal reactivity of organoscandium and yttrium complexes of sterically less bulky salicylaldiminato ligandsElectronic supplementary information (ESI) available: Further experimental details. See http://www.rsc.org/suppdata/dt/b3/b303097k/
  作者：David J. H. Emslie、Warren E. Piers、Masood Parvez

  DOI：10.1039/b303097k

  日期：——

  Scandium and yttrium bis(ligand) mono(alkyl) complexes, of N-phenyl (L1) N-2-isopropylphenyl (L2) and N-mesityl (L3) substituted ortho-tert-butylsalicylaldiminato ligands were prepared by alkane elimination from [M(CH2SiMe2R)3(THF)2] (R = Me, Ph) and two equivalents of proteo ligand (HL). The resulting [L2M(THF)n(CH2SiMe2R)] (n = 0–2, L = L1 (1), L2 (2), L3 (3)) complexes are thermally unstable, decomposing rapidly between −20 and 20 °C. In order to gain insight in to ligand features necessary to impart thermal stability in early transition metal organometallic chemistry, the decomposition pathways of 1–3 have been investigated and compared with more sterically congested N-2,6-diisopropylphenyl substituted analogues. Compounds 1 and 2 decompose rapidly and cleanly at room temperature by 1,3-migration of the entire CH2SiMe2R group to the aldimine carbon. By contrast, L3 mono(alkyls) 3 decompose cleanly by metallation of an ortho-C6H2Me3 group. In the case of yttrium, the metallated alkyl undergoes subsequent 1,3-migration to the aldimine carbon, forming a five-membered C4N-ring.

  通过烷烃消去法，从[M(CH2SiMe2R)3(THF)2]（R = Me，Ph）和两个当量的蛋白配体（HL）制备了 N-苯基（L1）、N-2-异丙基苯基（L2）和 N-甲烷基（L3）取代的正叔丁基水杨醛二烷基配体的钪和钇双(配体)单(烷基)配合物。生成的[L2M(THF)n(CH2SiMe2R)]（n = 0-2，L = L1 (1)、L2 (2)、L3 (3)）复合物热不稳定，在 -20 至 20 °C 之间迅速分解。为了深入了解在早期过渡金属有机金属化学中赋予热稳定性所必需的配体特征，我们研究了 1-3 复合物的分解途径，并将其与立体性更强的 N-2,6-二异丙基苯基取代类似物进行了比较。化合物 1 和 2 通过整个 CH2SiMe2R 基团向醛二胺碳的 1,3 迁移，在室温下迅速而干净地分解。相比之下，L3 单（烷基）3 通过正交-C6H2Me3 基团的金属化作用分解得很干净。在钇的情况下，金属化的烷基随后会发生 1,3 迁移到醛亚胺碳上，形成一个五元 C4N 环。