1,2-bis(ethoxycarbonyl)-4,5-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,2-bis(ethoxycarbonyl)-4,5-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane
• 英文别名: diethyl (1R,2R,4R,5R)-4,5-bis(naphthalen-1-ylcarbamothioylamino)cyclohexane-1,2-dicarboxylate
• 化学式: C₃₄H₃₆N₄O₄S₂
• 分子量: 628.816
• InChiKey: DQNMGXSDEBQPFO-OIWKEWRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  165
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2-bis(ethoxycarbonyl)-4,5-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane 、 tetramethylammonium (-)-camphorate 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：

  trans-1,2-bis(ethoxycarbonyl)-4-cyclohexene 在 palladium on activated charcoal 偶氮二甲酸二异丙酯 、 氢气 、 lithium perchlorate 、 间氯过氧苯甲酸 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 82.0h， 生成 1,2-bis(ethoxycarbonyl)-4,5-bis-(3-(naphthalen-1-yl)thioureido)cyclohexane
  参考文献：
  名称：

  Fluorescent sensing of maleate versus fumarate by a neutral cyclohexane based thiourea receptor

  摘要：

  一种新的环己基荧光阴离子受体能够识别马来酸盐和富马酸盐，均以其四甲基铵盐形式存在。

  DOI：

  10.1039/b515320d

文献信息

• 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。
• Chiral cyclohexane based fluorescent chemosensors for enantiomeric discrimination of aspartate
  作者：Ana M. Costero、Manuel Colera、Pablo Gaviña、Salvador Gil、Miklós Kubinyi、Krisztina Pál、Mihály Kállay

  DOI：10.1016/j.tet.2008.01.085

  日期：2008.3

  Some new chiral cyclohexyl based fluorescent anion receptors have been synthesized and their absolute configuration has been determined by using circular dichroism (CD). Complexation experiments have been carried out with several dicarboxylates, and stoichiometries and complexation constants for the corresponding complexes have been determined. The chiral discrimination ability of these ligands for chiral dicarboxylates has been studied and the best results have been obtained with TMA aspartate. (c) 2008 Elsevier Ltd. All rights reserved.