2-benzylidene-6-<(dimethylamino)methylidene>cyclohexanone | 181428-60-4

• 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: 2-benzylidene-6-<(dimethylamino)methylidene>cyclohexanone
• 英文别名: (2E,6E)-2-benzylidene-6-(dimethylaminomethylidene)cyclohexan-1-one
• CAS: 181428-60-4
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: AEUSZYUUBLKWOQ-LCPPQYOVSA-N

物化性质

• 沸点：
  395.7±42.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzylidene-6-<(dimethylamino)methylidene>cyclohexanone 在 盐酸 作用下， 以 二氯甲烷 为溶剂， 以94%的产率得到(3E)-3-亚苄基-2-氧代环己烷甲醛
  参考文献：
  名称：

  Complexation of Phosphoric Acid Diesters with Polyaza-Clefts in Chloroform: Effects of Phosphodiester Dimerization, Changing Cavity Size, and Preorganizing Amine Recognition Units

  摘要：

  Polyaza-receptors 1-3 and pyridine were investigated as complexing agents for phosphoric acid diesters in chloroform. These receptors were used to determine the optimum cavity size for complexing phosphoric acid diesters and to measure the strength of interactions formed by individual host hydrogen bond donors and accepters. Inflections in either the P-31 or H-1 NMR isotherms were found for all receptors. The NMR data indicate equilibria involving host-guest and host-(guest)(2) complexes. Formation of 2:1 guest-to-host complexes is a result of the large dimerization constants for phosphoric acid diesters. The association constant of dinaphthyl hydrogen phosphate to dibenzyl hydrogen phosphate was determined to be 6.5 x 10(4) M(-1). Since strong aggregation of the phosphoric acid diesters complicated the analysis of the NMR data, the binding constants with the polyaza-receptors were determined by a combination of fluorescence and UV/vis techniques. The 1:1 binding constants measured in chloroform for dibenzyl hydrogen phosphate or dinaphthyl hydrogen phosphate with receptors 1-3 and pyridine are 7.8 X 10(3), 8.9 X 10(4), 1.3 X 10(3) and 3.6 X 10(2) M(-1), respectively. The strength of complexation of phosphoric acid diesters to the polyaza-clefts is dependent upon the number of hydrogen bonds formed and the receptor cavity size. The major driving force for complexation arises from the hydrogen bond formed between the phosphoric acid hydrogen and the pyridine nitrogen of a receptor.

  DOI：

  10.1021/ja00089a008
• 作为产物：
  描述：

  环己酮 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 2-benzylidene-6-<(dimethylamino)methylidene>cyclohexanone
  参考文献：
  名称：

  Complexation of Phosphoric Acid Diesters with Polyaza-Clefts in Chloroform: Effects of Phosphodiester Dimerization, Changing Cavity Size, and Preorganizing Amine Recognition Units

  摘要：

  Polyaza-receptors 1-3 and pyridine were investigated as complexing agents for phosphoric acid diesters in chloroform. These receptors were used to determine the optimum cavity size for complexing phosphoric acid diesters and to measure the strength of interactions formed by individual host hydrogen bond donors and accepters. Inflections in either the P-31 or H-1 NMR isotherms were found for all receptors. The NMR data indicate equilibria involving host-guest and host-(guest)(2) complexes. Formation of 2:1 guest-to-host complexes is a result of the large dimerization constants for phosphoric acid diesters. The association constant of dinaphthyl hydrogen phosphate to dibenzyl hydrogen phosphate was determined to be 6.5 x 10(4) M(-1). Since strong aggregation of the phosphoric acid diesters complicated the analysis of the NMR data, the binding constants with the polyaza-receptors were determined by a combination of fluorescence and UV/vis techniques. The 1:1 binding constants measured in chloroform for dibenzyl hydrogen phosphate or dinaphthyl hydrogen phosphate with receptors 1-3 and pyridine are 7.8 X 10(3), 8.9 X 10(4), 1.3 X 10(3) and 3.6 X 10(2) M(-1), respectively. The strength of complexation of phosphoric acid diesters to the polyaza-clefts is dependent upon the number of hydrogen bonds formed and the receptor cavity size. The major driving force for complexation arises from the hydrogen bond formed between the phosphoric acid hydrogen and the pyridine nitrogen of a receptor.

  DOI：

  10.1021/ja00089a008

文献信息

• Facile separation catalyst system: direct diastereoselective synthesis of (E)-α,β-unsaturated ketones catalyzed by an air-stable Lewis acidic/basic bifunctional organobismuth complex in ionic liquids
  作者：Renhua Qiu、Yimiao Qiu、Shuangfeng Yin、Xingxing Song、Zhengong Meng、Xinhua Xu、Xiaowen Zhang、Shenglian Luo、Chak-Tong Au、Wai-Yeung Wong

  DOI：10.1039/c004940a

  日期：——

  The catalyst system that comprises an air-stable bifunctional Lewis acidic/basic organobismuth complex and [Bmim]BF4 is highly efficient in the cross-condensation of aldehydes with ketones. Through switching the reaction from homogeneous to heterogeneous, the system shows facile separation ability and facile reusability.

  包含空气稳定的双功能路易斯酸/碱性有机铋配合物和[Bmim]BF4的催化体系，在醛与酮的交叉缩合反应中表现出极高的效率。通过将反应从均相转变为非均相，该体系展现了便捷的分离能力和易于重复使用的特性。
• Complexation of Phosphoric Acid Diesters with Polyaza-Clefts in Chloroform: Effects of Phosphodiester Dimerization, Changing Cavity Size, and Preorganizing Amine Recognition Units
  作者：Feiya Chu、Lisa S. Flatt、Eric V. Anslyn

  DOI：10.1021/ja00089a008

  日期：1994.5

  Polyaza-receptors 1-3 and pyridine were investigated as complexing agents for phosphoric acid diesters in chloroform. These receptors were used to determine the optimum cavity size for complexing phosphoric acid diesters and to measure the strength of interactions formed by individual host hydrogen bond donors and accepters. Inflections in either the P-31 or H-1 NMR isotherms were found for all receptors. The NMR data indicate equilibria involving host-guest and host-(guest)(2) complexes. Formation of 2:1 guest-to-host complexes is a result of the large dimerization constants for phosphoric acid diesters. The association constant of dinaphthyl hydrogen phosphate to dibenzyl hydrogen phosphate was determined to be 6.5 x 10(4) M(-1). Since strong aggregation of the phosphoric acid diesters complicated the analysis of the NMR data, the binding constants with the polyaza-receptors were determined by a combination of fluorescence and UV/vis techniques. The 1:1 binding constants measured in chloroform for dibenzyl hydrogen phosphate or dinaphthyl hydrogen phosphate with receptors 1-3 and pyridine are 7.8 X 10(3), 8.9 X 10(4), 1.3 X 10(3) and 3.6 X 10(2) M(-1), respectively. The strength of complexation of phosphoric acid diesters to the polyaza-clefts is dependent upon the number of hydrogen bonds formed and the receptor cavity size. The major driving force for complexation arises from the hydrogen bond formed between the phosphoric acid hydrogen and the pyridine nitrogen of a receptor.