2,5-Bis[bis(4-chlorophenyl)methylidene]thiophene | 136970-53-1

• 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: 2,5-Bis[bis(4-chlorophenyl)methylidene]thiophene
• CAS: 136970-53-1
• 化学式: C₃₀H₁₈Cl₄S
• 分子量: 552.351
• InChiKey: ABTFADYGXPQJLP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  在 锌 作用下， 以 乙腈 为溶剂， 反应 22.0h， 以228 mg的产率得到2,5-Bis[bis(4-chlorophenyl)methylidene]thiophene
  参考文献：
  名称：

  Preparation, Structure, and Redox Behavior of Bis(diarylmethylene)dihydrothiophene and Its π-Extended Analogues

  摘要：

  The preparation, X-ray structure, and optoelectronic properties of bis(diarylmethylene)dihydrothiophene 1 and its p-extended analogues 2 are described. The development of a simple, short-step synthetic route allowed us to prepare derivatives with different aryl units. X-ray crystallographic analysis of 1b and 2b revealed their quinoidal structures, which exhibit strong electronic absorption in the visible region. Cyclic voltammetry measurements revealed their strong electron-donating properties. 1b showed two-step electrochromic behavior between the corresponding radical cation and dication.

  DOI：

  10.1021/acs.joc.5b00021

文献信息

• Preparation of 2,5-bis(diarylmethylene)-2,5-dihydrothiophenes and their furan, selenophene, and N-methylpyrrole analogs
  作者：Akihiko Ishii、Yasuaki Horikawa、Ikuo Takaki、Jun Shibata、Juzo Nakayama、Masamatsu Hoshino

  DOI：10.1016/s0040-4039(00)92158-0

  日期：1991.1

  A series of 2,5-bis(diarylmethylene)-2,5-dihydrothiophenes and their furan, selenophene, and N-methylpyrrole analogs were synthesized in three steps either starting from 2,5-dilithiated five-membered heteroaromatics and 2 equiv of diaryl ketones or from 2,5-diaroyl five-membered heteroaromatics and 2 equiv of aryllithiums.

  一系列的2,5-双（二芳基亚甲基）-2,5-二氢噻吩及其呋喃，硒醚和N-甲基吡咯类似物可分三步合成，从2,5-二锂化的五元杂芳族化合物和2当量的二芳基开始酮或2,5-二氮酰基五元杂芳族化合物和2当量的芳基锂。