1-(5-chloro-2-methyl-3-thienyl)-2-(5-(2-(naphthalen-1-yl)vinyl)-2-methyl-3-thienyl)cyclopentene | 1273586-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(5-chloro-2-methyl-3-thienyl)-2-(5-(2-(naphthalen-1-yl)vinyl)-2-methyl-3-thienyl)cyclopentene
• CAS: 1273586-95-0
• 化学式: C₂₇H₂₃ClS₂
• 分子量: 447.065
• InChiKey: DGOZSXPFDJUYML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(5-chloro-2-methyl-3-thienyl)-2-(5-(2-(naphthalen-1-yl)vinyl)-2-methyl-3-thienyl)cyclopentene 在 正丁基锂 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 5.5h， 生成 2-((5-methyl-4-(2-(2-methyl-5-(2-(naphthalen-1-yl)vinyl)thiophen-3-yl)cyclopent-1-en-1-yl)thiophen-2-yl)methylene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  New photochromic chemosensors for Hg2+ and F−

  摘要：

  Two new chemosensors (1a and 1b) based on photochromic dithienylcyclopentene were designed and synthesized, and their spectral behaviors toward various metal ions and anions were investigated in detail. Compounds show excellent optical properties and distinguish Hg2+ and F- in CH3CN. Job's plot reveals that the presence of Hg2+ induces the formation of a 1:1 complex between 1a or 1b and Hg2+. From the spectral responses and H-1 NMR analysis, the deprotonation of the thioamide protons is proposed to explain the sensing mechanism for 1a and 1b toward F. It is found that 1a and 1b exhibit ring-opening and ring-closing photoisomerization with UV-vis light irradiation. Furthermore, their photochromic properties can be modulated by Hg2+ and F- ions. Moreover, 1a and 1b in photostationary states become promising sensors for Hg2+ and F- with high selectivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.019
• 作为产物：
  描述：

  (氯甲基)萘 在 sodium ethanolate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 1-(5-chloro-2-methyl-3-thienyl)-2-(5-(2-(naphthalen-1-yl)vinyl)-2-methyl-3-thienyl)cyclopentene
  参考文献：
  名称：

  New photochromic chemosensors for Hg2+ and F−

  摘要：

  Two new chemosensors (1a and 1b) based on photochromic dithienylcyclopentene were designed and synthesized, and their spectral behaviors toward various metal ions and anions were investigated in detail. Compounds show excellent optical properties and distinguish Hg2+ and F- in CH3CN. Job's plot reveals that the presence of Hg2+ induces the formation of a 1:1 complex between 1a or 1b and Hg2+. From the spectral responses and H-1 NMR analysis, the deprotonation of the thioamide protons is proposed to explain the sensing mechanism for 1a and 1b toward F. It is found that 1a and 1b exhibit ring-opening and ring-closing photoisomerization with UV-vis light irradiation. Furthermore, their photochromic properties can be modulated by Hg2+ and F- ions. Moreover, 1a and 1b in photostationary states become promising sensors for Hg2+ and F- with high selectivity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.019