1,2-bis[2'-methyl-5'-{[((R)-1-methyl-3-phenylpropyl)amino]carbonyl}thien-3'-yl]cyclopent-1-ene | 1048658-44-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 1,2-bis[2'-methyl-5'-{[((R)-1-methyl-3-phenylpropyl)amino]carbonyl}thien-3'-yl]cyclopent-1-ene
• 英文别名: 5-methyl-4-[2-[2-methyl-5-[[(2R)-4-phenylbutan-2-yl]carbamoyl]thiophen-3-yl]cyclopenten-1-yl]-N-[(2R)-4-phenylbutan-2-yl]thiophene-2-carboxamide
• CAS: 1048658-44-1
• 化学式: C₃₇H₄₂N₂O₂S₂
• 分子量: 610.885
• InChiKey: ADYSXVWATSSTOS-JWQCQUIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  43
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲基-3-苯基丙胺 、 4,4'-(环戊-1-烯-1,2-二基)双(5-甲基噻吩-2-羧酸) 在 N-甲基吗啉 、 2-chloro-4,6-dimethoxytriazine 作用下， 反应 2.0h， 以21%的产率得到1,2-bis[2'-methyl-5'-{[((R)-1-methyl-3-phenylpropyl)amino]carbonyl}thien-3'-yl]cyclopent-1-ene
  参考文献：
  名称：

  Dynamic chirality, chirality transfer and aggregation behaviour of dithienylethene switches

  摘要：

  The synthesis and characterisation of a series of chiral and achiral low molecular weight organogelators (LMWGs) based on bis-amide substituted dithienylethene photochromic switches is reported. The LMWGs gelate a range of solvents depending on the specific functionalisation of the hydrogen bonding amide groups. In mixtures Of Chiral and achiral LMWGs the Steteochemical outcome of the chiral aggregation is determined by the chiral LMWG molecules in most cases. However, for the first time we demonstrate that the stereochemical outcome of the aggregation can be influenced by the achiral LWMG molecules in some cases. Furthermore specific pi-pi (and/or van der Waals) interactions of chiral LMWGs 1-3o with the solvent allow the solvent to influence the control of chirality of aggregation. This influence of the solvent has a dramatic effect on whether four- or two-gel states are available. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2008.05.129

文献信息

• Dynamic chirality, chirality transfer and aggregation behaviour of dithienylethene switches
  作者：Jaap J.D. de Jong、Patrick van Rijn、Theodora D. Tiemersma-Wegeman、Linda N. Lucas、Wesley R. Browne、Richard M. Kellogg、Kingo Uchida、Jan H. van Esch、Ben L. Feringa

  DOI：10.1016/j.tet.2008.05.129

  日期：2008.9

  The synthesis and characterisation of a series of chiral and achiral low molecular weight organogelators (LMWGs) based on bis-amide substituted dithienylethene photochromic switches is reported. The LMWGs gelate a range of solvents depending on the specific functionalisation of the hydrogen bonding amide groups. In mixtures Of Chiral and achiral LMWGs the Steteochemical outcome of the chiral aggregation is determined by the chiral LMWG molecules in most cases. However, for the first time we demonstrate that the stereochemical outcome of the aggregation can be influenced by the achiral LWMG molecules in some cases. Furthermore specific pi-pi (and/or van der Waals) interactions of chiral LMWGs 1-3o with the solvent allow the solvent to influence the control of chirality of aggregation. This influence of the solvent has a dramatic effect on whether four- or two-gel states are available. (C) 2008 Published by Elsevier Ltd.