(S)-(α-methylbenzyl)-3,5-di-t-butylsalicylaldimine | 191087-34-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (S)-(α-methylbenzyl)-3,5-di-t-butylsalicylaldimine
• 英文别名: 2,4-Bis(1,1-dimethylethyl)-6-[[[(1S)-1-phenylethyl]imino]methyl]phenol；2,4-ditert-butyl-6-[[(1S)-1-phenylethyl]iminomethyl]phenol
• CAS: 191087-34-0
• 化学式: C₂₃H₃₁NO
• 分子量: 337.505
• InChiKey: CZVGRCMYFSAJHK-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  (S)-(α-methylbenzyl)-3,5-di-t-butylsalicylaldimine 生成 (6E)-2,4-ditert-butyl-6-[[[(1S)-1-phenylethyl]amino]methylidene]cyclohexa-2,4-dien-1-one
  参考文献：
  名称：

  晶体的光触发相变和光驱动

  摘要：

  Enol-( S ) -1晶体在紫外线照射下表现出光触发的α→β相变，并且还表现出各种运动，例如逐步弯曲和运动。明确了光触发相变的要求是：分子构象充分变化、光异构化顺利、分子排列手性。

  DOI：

  10.1002/chem.202401590
• 作为产物：
  描述：

  3,5-二叔丁基水杨醛 、 (S)-(-)- α-甲基苄胺 以 甲醇 为溶剂， 以78%的产率得到(S)-(α-methylbenzyl)-3,5-di-t-butylsalicylaldimine
  参考文献：
  名称：

  Efficient polymer light-emitting diodes (PLEDs) based on chiral [Pt(C^N)(N^O)] complexes with near-infrared (NIR) luminescence and circularly polarized (CP) light

  摘要：

  手性近红外光发射体[Pt(iqbt)(S-Ln)](1-4)被用作掺杂剂，用于制造显示发射波长为732纳米、最大外量子效率为0.87-0.93%、最大电致发光度为高达10^-3的CP-NIR-PLEDs。

  DOI：

  10.1039/c9tc04792a
• 作为试剂：
  描述：

  苯丙醛 在 tetrachlorobis(tetrahydrofuran)titanium(IV) 、 (S)-(α-methylbenzyl)-3,5-di-t-butylsalicylaldimine 三甲基氯硅烷 、 锌 作用下， 以 乙腈 为溶剂， 反应 48.0h， 生成 meso-1,6-diphenyl-3,4-hexanediol 、 (3S,4S)-1,6-diphenylhexane-3,4-diol
  参考文献：
  名称：

  Highly diastereoselective pinacol coupling of aldehydes catalyzed by titanium-Schiff base complexes

  摘要：

  A new effective methodology for a highly diastereoselective pinacol coupling of aldehydes is described. The method employes 3 mol % of a complex prepared in situ from TiCl4(THF)(2) and a Schiff base in acetonitrile. The catalytic cycle is realized with Me3SiCl and Mn as reducing agent. The dependence of the diastereoselectivity on the Schiff base used is reported. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00100-8

文献信息

• Highly efficient and convenient asymmetric hydrosilylation of ketones catalyzed with zinc Schiff base complexes
  作者：Shuai Liu、Jiajian Peng、Hu Yang、Ying Bai、Jiayun Li、Guoqiao Lai

  DOI：10.1016/j.tet.2011.12.054

  日期：2012.2

  ligands derived from α-amino acids were prepared, and zinc complexes with these chiral Schiff base ligands prepared were tested for the catalytic asymmetric hydrosilylation of ketones, and the results showed that excellent ee values were obtained, which are the prominent examples of catalytic asymmetric hydrosilylation of ketones catalyzed with zinc complexes in the presence of readily available and inexpensive

  制备了几种衍生自α-氨基酸的手性席夫碱配体，并测试了与所制备的手性席夫碱配体的锌配合物对酮的催化不对称氢化硅烷化作用，结果表明获得了优异的ee值，这是突出的例子锌络合物催化的酮的催化不对称氢化硅烷化反应的制备，存在容易获得和廉价的基于α-氨基酸的席夫碱配体。
• New chiral Schiff base–Cu(II) complexes as cyclopropanation catalysts
  作者：Ana L. Iglesias、Gerardo Aguirre、Ratnasamy Somanathan、Miguel Parra-Hake

  DOI：10.1016/j.poly.2004.09.007

  日期：2004.12

  A series of chiral Schiff base ligands 1-4, derived from (1R,2S)-(+)-cis-1-amino-2-indanol and other chiral amines with substituted salycilaldehydes were synthesized and transformed to the corresponding CU(II) complexes. Molecular structures of six Cu(II) complexes were determined by X-ray crystallographic studies. The structures show the metal ion in a distorted square planar geometry with dimeric or monomeric structures, depending on the ligand denticity. The potential use of these complexes in asymmetric Cyclopropanation was explored. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis, crystal structure and solution properties of a diastereomeric (p-cymene)ruthenium(II) chiral Schiff base complex
  作者：Rakesh K Rath、Munirathinam Nethaji、Akhil R Chakravarty

  DOI：10.1016/s0277-5387(02)01104-x

  日期：2002.8

  The reaction of [Ru(eta(6)-p-cymene)Cl-2](2) with the chiral Schiff base (S)-(alpha-methylbenzyl)-3,5-di-t-butylsalicylaldimine (HL*) in the presence of NEt3 in CH2Cl2, forms a diastereomeric mixture of (R-Ru, S-C)- and (S-Ru , S-C)-[Ru(eta(6)-p-cymene)(L*)Cl] (1a, 1b). The crystal structure of the complex shows the presence of both the diastereomers in 1:1 ratio in the triclinic space group P1. Both the structures exhibit the presence of a non-covalent CH-pi interaction involving two p-cymene ring protons and the phenyl group attached to the chiral carbon. The H-1 NMR spectra of the complex in CDCl3 display the presence of two diastereomers in a 88:12 ratio at room temperature. The absolute configuration of the major diastereomer in solution has been determined by 2D NOE measurements. Observation of NOE cross peaks involving the C*-H and the p-cymene ring protons indicates a (R-Ru - S-C)configuration of the major diastereomer in solution. (C) 2002 Elsevier Science Ltd. All rights reserved.