(1R)-[N,N'-bis(2'-hydroxybenzylidene)]-1-phenyl-1,2-diaminoethane | 170242-71-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (1R)-[N,N'-bis(2'-hydroxybenzylidene)]-1-phenyl-1,2-diaminoethane
• 英文别名: 2-[[(2R)-2-[(2-hydroxyphenyl)methylideneamino]-2-phenylethyl]iminomethyl]phenol
• CAS: 170242-71-4
• 化学式: C₂₂H₂₀N₂O₂
• 分子量: 344.413
• InChiKey: ZKCNADUYHZLUMV-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  65.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  thallium (I) ethoxide 、 (1R)-[N,N'-bis(2'-hydroxybenzylidene)]-1-phenyl-1,2-diaminoethane 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  席夫碱的光学活性配合物。第6部分。具有水杨醛四方席夫碱的钯（II）和铂（II）配合物

  摘要：

  描述了由水杨醛和（R）-1,2-二胺的缩合衍生的具有四齿Schiff碱的钯（II）和铂（II）配合物的合成和性能。在圆二色性和1 H nmr光谱的基础上讨论了铂（II）配合物的配体构象。还报道了钯（II）衍生物的圆二色性光谱的异常图案。

  DOI：

  10.1039/dt9810002147
• 作为产物：
  描述：

  1-phenyl-1-acetylamino-2-acetylaminoethane 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 生成 (1R)-[N,N'-bis(2'-hydroxybenzylidene)]-1-phenyl-1,2-diaminoethane
  参考文献：
  名称：

  Gullotti,M. et al., Gazzetta Chimica Italiana, 1972, vol. 102, p. 855 - 892

  摘要：

  DOI：

文献信息

• Asymmetric catalysis of carbon–carbon bond forming reactions using amino acid-derived C1-symmetrical salen ligands
  作者：Yuri N. Belokon′、Jamie Hunt、Michael North

  DOI：10.1016/j.tetasy.2008.11.037

  日期：2008.12

  Four amino acids (alanine, valine, phenylalanine and phenylglycine) have been converted into C1-symmetrical salen ligands and complexed to titanium, vanadium, copper and cobalt. The resulting complexes have been used as asymmetric catalysts for asymmetric cyanohydrin synthesis, asymmetric Strecker reactions, asymmetric synthesis of α-methyl amino acids and asymmetric Darzens condensations. Satisfactory

  四种氨基酸（丙氨酸，缬氨酸，苯丙氨酸和苯甘氨酸）已转化为C 1对称的salen配体，并与钛，钒，铜和钴络合。所得的络合物已用作不对称的催化剂，用于不对称的氰醇合成，不对称的Strecker反应，α-甲基氨基酸的不对称合成和不对称的Darzens缩合。从（salen）金属配合物用作手性路易斯酸的反应中获得了令人满意的不对称诱导水平，但是从在固液相转移条件下进行的反应中获得了低水平的不对称诱导作用。
• Stereochemistry and Electrochemistry of Cobalt(II) and Cobalt(III) Complexes Containing Optically Active Tetradentate Schiff Base Ligands
  作者：Masakazu Hirotsu、Masaaki Kojima、Kiyohiko Nakajima、Setsuo Kashino、Yuzo Yoshikawa

  DOI：10.1246/bcsj.69.2549

  日期：1996.9

  Cobalt(II) complexes containing tetradentate Schiff base ligands with phenyl substituents, [Co(Schiff base)], have been prepared and the electrochemical properties are reported. The crystal structure of [Co7-Phsal-(rac)-stien}], where the Schiff base ligand was derived from 2-hydroxybenzophenone and (rac)-1,2-diphenylethylenediamine, has been determined by X-ray structure analysis. Crystal data: monoclinic

  已经制备了含有带有苯基取代基的四齿席夫碱配体 [Co(席夫碱)] 的钴 (II) 配合物，并报告了其电化学性质。[Co7-Phsal-(rac)-stien}] 的晶体结构已通过 X 射线结构分析确定，其中席夫碱配体衍生自 2-羟基二苯甲酮和 (rac)-1,2-二苯基乙二胺. 晶体数据：单斜，P21/n，a = 13.956(2), b = 14.703(2), c = 17.808(3) A, β = 112.21(1)°, V = 3383.0(9) A3, Z = 4 ，并且 R = 0.052 和 Rw = 0.039，对于 3976 次独特的反射，I > 3σ(I)。N-N 螯合物部分中的两个苯基基团位于轴向位置并阻塞顶端位点。在该复合物中，Co(III)/Co(II) 对的氧化还原电位与乙腈中的 Ag/Ag+ 相比为 0.20 V，并且在大约 10 小时后变得更正。比 [Co(salen)]
• Manganese(III) Complexes Containing Optically Active Tetradentate Schiff Base Ligands. Effect of Phenyl Substituents
  作者：Masakazu Hirotsu、Kiyohiko Nakajima、Masaaki Kojima、Yuzo Yoshikawa

  DOI：10.1021/ic00128a031

  日期：1995.11

  Manganese(III) complexes containing optically active tetradentate Schiff Base ligands have been prepared. The crystal structure of the complex [Mn7-Phsal-(SS)-stien}Cl]. CH2Cl2, where 7-Phsal-(SS)-stien is the dianion of the product formed from the condensation of 2 mol of 2-hydroxybenzophenone and 1 mol of (S,S)-1,2-diphenylethylenediamine, has been established by the X-ray method. Crystal data: monoclinic, P2(1), a = 16.796(2) Angstrom, b = 14.366(2) Angstrom, c = 15.266(2) Angstrom, beta = 101.84(1)degrees, V = 3605.2(9) Angstrom 3, Z = 4. The structure was refined to R = 0.058 and R(w) = 0.063. The coordination polyhedron is a distorted square pyramid, the Schiff base ligand occupying the basal sites and the chloride the apical site. The two phenyl groups of the diamine moiety are in the axial positions, and the central chelate ring of the Schiff base ligand assumes a lambda gauche conformation. On the basis of the circular dichroism spectral data for [Mn7-Phsal-(SS)-stien}Cl] and related complexes, the preferred conformation of the central chelate ring in solution is assigned. The effects of phenyl substituents on the Mn(III)/Mn(II) and Mn(IV)/Mn(III) redox potentials are discussed in terms of the conformational behavior of the Schiff base ligands. The manganese(III) complexes with axial phenyl groups offer great opposition to oxidation.