(S)-biphenyl-2,2',6,6'-tetracarboxylic acid 2,2'-bis-[(S)-1-phenylethyl] ester

• 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: (S)-biphenyl-2,2',6,6'-tetracarboxylic acid 2,2'-bis-[(S)-1-phenylethyl] ester
• 英文别名: 2-[2-carboxy-6-[(1S)-1-phenylethoxy]carbonylphenyl]-3-[(1S)-1-phenylethoxy]carbonylbenzoic acid
• 化学式: C₃₂H₂₆O₈
• 分子量: 538.554
• InChiKey: AOATXWBLQCKHMS-PMACEKPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  127
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (S)-biphenyl-2,2',6,6'-tetracarboxylic acid 2,2'-bis-[(S)-1-phenylethyl] ester 在 4-二甲氨基吡啶 、 ammonium hydroxide 、 草酰氯 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (S)-6,6'-dicarbamoylbiphenyl-2,2'-dicarboxylic acid bis-[(S)-1-phenylethyl] ester
  参考文献：
  名称：

  Self-assembly of enantiopure and racemic 2,2′,6,6′-tetrasubstituted biaryl tectons into hydrogen bonded chiral squares and infinite chiral square layers

  摘要：

  Both chiral and achiral hydrogen bonding o-,o-,o'-,o'-tetrasubstituted biaryls often exhibit unique self-assembling properties giving rise to chiral square cyclotetramers. The individual chiral squares self-assemble further with the formation of infinite layers which are either achiral or are chiral (homochiral). A priori analysis reveals various hydrogen bonding modes which may take part in the self-assembly, differing each from the other by structure and symmetry of the resulting squares and layers. Results of the theoretical analysis are compared with the experimental findings obtained from X-ray crystallographic analysis of three novel and two already known isosteric biaryl tectons, (S)-2a, (RS)-2a, 3a, (S)-5 and (RS)-5, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00509-2
• 作为产物：
  描述：

  (S)-(-)-1-苯乙醇 、 2,2',6,6'-biphenyltetracarboxylic acid dianhydride 在 吡啶 、 4-二甲氨基吡啶 作用下， 以42%的产率得到biphenyl-2,2',6,6'-tetracarboxylic acid 2,6-bis[(S)-1-phenylethyl] ester
  参考文献：
  名称：

  Self-assembly of enantiopure and racemic 2,2′,6,6′-tetrasubstituted biaryl tectons into hydrogen bonded chiral squares and infinite chiral square layers

  摘要：

  Both chiral and achiral hydrogen bonding o-,o-,o'-,o'-tetrasubstituted biaryls often exhibit unique self-assembling properties giving rise to chiral square cyclotetramers. The individual chiral squares self-assemble further with the formation of infinite layers which are either achiral or are chiral (homochiral). A priori analysis reveals various hydrogen bonding modes which may take part in the self-assembly, differing each from the other by structure and symmetry of the resulting squares and layers. Results of the theoretical analysis are compared with the experimental findings obtained from X-ray crystallographic analysis of three novel and two already known isosteric biaryl tectons, (S)-2a, (RS)-2a, 3a, (S)-5 and (RS)-5, respectively. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00509-2