N,N'-3,5-bis(α,α-dimethylbenzyl)-2-hydroxysalicylidene-1,3-pentanediamine | 1361946-42-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: N,N'-3,5-bis(α,α-dimethylbenzyl)-2-hydroxysalicylidene-1,3-pentanediamine
• 英文别名: 2-[3-[[2-Hydroxy-3,5-bis(2-phenylpropan-2-yl)phenyl]methylideneamino]pentyliminomethyl]-4,6-bis(2-phenylpropan-2-yl)phenol
• CAS: 1361946-42-0
• 化学式: C₅₅H₆₂N₂O₂
• 分子量: 783.109
• InChiKey: QUEAKNICKRMURP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  59
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  N,N'-3,5-bis(α,α-dimethylbenzyl)-2-hydroxysalicylidene-1,3-pentanediamine 、 三甲基铝 、 苯甲醇 以 正己烷 、 甲苯 为溶剂， 以75%的产率得到AlOBn(N,N'-3,5-bis(α,α-dimethylbenzyl)-2-hydroxysalicylidene-1,3-pentanediamine(1-))
  参考文献：
  名称：

  Preparation and Characterization of Aluminum Alkoxides Coordinated on salen-Type Ligands: Highly Stereoselective Ring-Opening Polymerization of rac-Lactide

  摘要：

  A series of salen-type ligands ((LH2)-H-1-(LH2)-H-6) with sterically bulky cumyl groups have been synthesized. Reaction of these ligands with AlMe3 yields the mononuclear aluminum complexes [LAlMe] (1-3) or dinuclear species [L2Al2Me4] (4-6), respectively. Further reaction of [LAlMe] (1-3) with benzyl alcohol produces [LAl(OBn)] (1a-3a), respectively. Solid-state structural studies reveal that complexes la and 2a are mononuclear; however, complex 6 is a d.inuclear species. Aluminum alkoxides 1a-3a are highly stereoselective in the ROP of rac-lactide, producing polylactide (PLA) with 94-97% enantiomeric selectivity (P-m) at high conversion. Their high enantioselectivity leads to PLA with high T-m (205 degrees C). The polymerization of L-lactide by these complexes also shows good living features with narrow PDI values (M-w/M-n = 1.06-1.25) signaling less or no transesterification, which can be further verified by MALDI-TOF mass spectrometric analysis.

  DOI：

  10.1021/om201281w
• 作为产物：
  描述：

  1,3-二氨基戊烷 、 2-hydroxy-3,5-dicumylbenzaldehyde 以 乙醇 为溶剂， 反应 12.0h， 以78%的产率得到N,N'-3,5-bis(α,α-dimethylbenzyl)-2-hydroxysalicylidene-1,3-pentanediamine
  参考文献：
  名称：

  Preparation and Characterization of Aluminum Alkoxides Coordinated on salen-Type Ligands: Highly Stereoselective Ring-Opening Polymerization of rac-Lactide

  摘要：

  A series of salen-type ligands ((LH2)-H-1-(LH2)-H-6) with sterically bulky cumyl groups have been synthesized. Reaction of these ligands with AlMe3 yields the mononuclear aluminum complexes [LAlMe] (1-3) or dinuclear species [L2Al2Me4] (4-6), respectively. Further reaction of [LAlMe] (1-3) with benzyl alcohol produces [LAl(OBn)] (1a-3a), respectively. Solid-state structural studies reveal that complexes la and 2a are mononuclear; however, complex 6 is a d.inuclear species. Aluminum alkoxides 1a-3a are highly stereoselective in the ROP of rac-lactide, producing polylactide (PLA) with 94-97% enantiomeric selectivity (P-m) at high conversion. Their high enantioselectivity leads to PLA with high T-m (205 degrees C). The polymerization of L-lactide by these complexes also shows good living features with narrow PDI values (M-w/M-n = 1.06-1.25) signaling less or no transesterification, which can be further verified by MALDI-TOF mass spectrometric analysis.

  DOI：

  10.1021/om201281w