(1R,2R)-1,2-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane | 1187843-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (1R,2R)-1,2-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane
• 英文别名: 1-naphthalen-1-yl-3-[(1R,2R)-2-(naphthalen-1-ylcarbamothioylamino)cyclohexyl]thiourea
• CAS: 1187843-96-4
• 化学式: C₂₈H₂₈N₄S₂
• 分子量: 484.689
• InChiKey: ZOFXAHZJZCBVFR-CLJLJLNGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  112
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetramethylammonium L-aspartate 、 (1R,2R)-1,2-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane 以 二甲基亚砜 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective sensing of dicarboxylates. Influence of the stoichiometry of the complexes on the sensing mechanism

  摘要：

  Two new cyclohexane-based thiourea chiral ligands have been synthesized in their enantiomerically pure forms. Both the ability of these ligands in the complexation of chiral dicarboxylates and their sensing properties have been studied. The influence of the stoichiometry of the formed complexes on the fluorescent properties of the systems has been established. The effect of additional substitution in the cyclohexyl moiety was considered by comparing the properties of the newly prepared ligands with those of similar compounds previously described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.06.005
• 作为产物：
  描述：

  1-萘异硫氰酸酯 、 trans-1,2-Diaminocyclohexane 以 四氢呋喃 为溶剂， 反应 16.0h， 以85%的产率得到(1R,2R)-1,2-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane
  参考文献：
  名称：

  基于环己烷的荧光化学传感器：琥珀酸和丙二酸的选择性传感及其较长或较短的同系物

  摘要：

  描述了五种基于环己烷的配体对脂族α，ω-二羧酸酯的传感特性。所研究的配体是按照结合位点信号单元方法设计的，它们都具有硫脲基团作为识别基团。包含萘单元的配体1和3可以用作荧光传感器，因为它们在适当的二羧酸盐存在下形成分子内或分子间的受激准分子。已经观察到琥珀酸和丙二酸与其更长或更短的同源物的选择性感测。

  DOI：

  10.1016/j.tet.2008.05.064

文献信息

• A Chiral Thiourea as a Template for Enantioselective Intramolecular [2 + 2] Photocycloaddition Reactions
  作者：Florian Mayr、Richard Brimioulle、Thorsten Bach

  DOI：10.1021/acs.joc.6b01039

  日期：2016.8.19

  A chiral (1R,2R)-diaminocyclohexane-derived bisthiourea was found to exhibit a significant asymmetric induction in the intramolecular [2+2] photocycloaddition of 2,3-dihydropyridone-5-carboxylates. Under optimized conditions the reaction was performed with visible light employing 10 mol% thioxanthone as triplet sensitizer. Due to the different electronic properties of its carbonyl oxygen atoms, a directed

  发现手性（1R，2R）-二氨基环己烷衍生的双硫脲在2,3-二氢吡啶酮-5-羧酸酯的分子内[2 + 2]光环加成中表现出显着的不对称诱导。在优化的条件下，反应是在可见光下使用10摩尔％噻吨酮作为三重态敏化剂进行的。由于其羰基氧原子的电子特性不同，因此可以将底物定向结合到模板上，从而可以实现有效的对映体区分。
• Fluorescent chemosensors based on cyclohexane: selective sensing of succinate and malonate versus their longer or shorter homologues
  作者：Ana M. Costero、Manuel Colera、Pablo Gaviña、Salvador Gil、Úrsula Llaosa

  DOI：10.1016/j.tet.2008.05.064

  日期：2008.7

  The sensing properties towards aliphatic α,ω-dicarboxylates of five cyclohexane-based ligands are described. The studied ligands have been designed following the binding site-signalling unit approach and they all possess thiourea groups as recognition moieties. Ligands 1 and 3 containing naphthalene units can be used as fluorescent sensors as they form intra- or intermolecular excimers in the presence

  描述了五种基于环己烷的配体对脂族α，ω-二羧酸酯的传感特性。所研究的配体是按照结合位点信号单元方法设计的，它们都具有硫脲基团作为识别基团。包含萘单元的配体1和3可以用作荧光传感器，因为它们在适当的二羧酸盐存在下形成分子内或分子间的受激准分子。已经观察到琥珀酸和丙二酸与其更长或更短的同源物的选择性感测。
• Enantioselective sensing of dicarboxylates. Influence of the stoichiometry of the complexes on the sensing mechanism
  作者：Ana M. Costero、Ursula Llaosa、Salvador Gil、Margarita Parra、Manuel Colera

  DOI：10.1016/j.tetasy.2009.06.005

  日期：2009.7

  Two new cyclohexane-based thiourea chiral ligands have been synthesized in their enantiomerically pure forms. Both the ability of these ligands in the complexation of chiral dicarboxylates and their sensing properties have been studied. The influence of the stoichiometry of the formed complexes on the fluorescent properties of the systems has been established. The effect of additional substitution in the cyclohexyl moiety was considered by comparing the properties of the newly prepared ligands with those of similar compounds previously described. (C) 2009 Elsevier Ltd. All rights reserved.