2-(3-formylphenoxy)-2-thioxa-5,5-dimethyl-1,3,2-dioxaphosphorinane

• 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-(3-formylphenoxy)-2-thioxa-5,5-dimethyl-1,3,2-dioxaphosphorinane
• 英文别名: 3-[(5,5-Dimethyl-2-sulfido-1,3,2-dioxaphosphinan-2-ium-2-yl)oxy]benzaldehyde；3-[(5,5-dimethyl-2-sulfido-1,3,2-dioxaphosphinan-2-ium-2-yl)oxy]benzaldehyde
• 化学式: C₁₂H₁₅O₄PS
• 分子量: 286.288
• InChiKey: XIMBSGWUMDZEBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-formylphenoxy)-2-thioxa-5,5-dimethyl-1,3,2-dioxaphosphorinane 、 间苯二酚 在 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 60.0h， 以62%的产率得到
  参考文献：
  名称：

  Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols

  摘要：

  Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes take part in one-step, acid-catalyzed condensations with resorcinol and its derivatives. As a result, new calix[4]resorcinols, which contain four 2-thioxo-1,3,2-dioxaphosphorinane fragments on the aromatic substituents of the calixarene matrix, have been synthesized. In this case, macrocyclic products are formed as rccc- (cone or boat conformation) and/or rctt- (chair conformation) diastereomers, the ratio of which depends on the structure of the starting reagents. The obtained products have been isolated and their structures determined by NMR methods and single-crystal X-ray diffraction. The spectral differences of conformational isomers of the prepared macrocycles have been demonstrated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.11.019
• 作为产物：
  描述：

  间羟基苯甲醛 、 2-chloro-2-thioxo-1,3,2-dioxaphosphorinane 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以70%的产率得到2-(3-formylphenoxy)-2-thioxa-5,5-dimethyl-1,3,2-dioxaphosphorinane
  参考文献：
  名称：

  Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols

  摘要：

  Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes take part in one-step, acid-catalyzed condensations with resorcinol and its derivatives. As a result, new calix[4]resorcinols, which contain four 2-thioxo-1,3,2-dioxaphosphorinane fragments on the aromatic substituents of the calixarene matrix, have been synthesized. In this case, macrocyclic products are formed as rccc- (cone or boat conformation) and/or rctt- (chair conformation) diastereomers, the ratio of which depends on the structure of the starting reagents. The obtained products have been isolated and their structures determined by NMR methods and single-crystal X-ray diffraction. The spectral differences of conformational isomers of the prepared macrocycles have been demonstrated. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.11.019

文献信息

• Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols
  作者：Irina R. Knyazeva、Victoria I. Matveeva、Victor V. Syakaev、Bulat M. Gabidullin、Aidar T. Gubaidullin、Margit Gruner、Wolf D. Habicher、Alexander R. Burilov、Michael A. Pudovik

  DOI：10.1016/j.tetlet.2014.11.019

  日期：2014.12

  Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes take part in one-step, acid-catalyzed condensations with resorcinol and its derivatives. As a result, new calix[4]resorcinols, which contain four 2-thioxo-1,3,2-dioxaphosphorinane fragments on the aromatic substituents of the calixarene matrix, have been synthesized. In this case, macrocyclic products are formed as rccc- (cone or boat conformation) and/or rctt- (chair conformation) diastereomers, the ratio of which depends on the structure of the starting reagents. The obtained products have been isolated and their structures determined by NMR methods and single-crystal X-ray diffraction. The spectral differences of conformational isomers of the prepared macrocycles have been demonstrated. (C) 2014 Elsevier Ltd. All rights reserved.