4,4'-(9,9-Dihexyl-9H-fluorene-2,7-diyl)diphenol | 501025-82-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4,4'-(9,9-Dihexyl-9H-fluorene-2,7-diyl)diphenol
• 英文别名: 4-[9,9-dihexyl-7-(4-hydroxyphenyl)fluoren-2-yl]phenol
• CAS: 501025-82-7
• 化学式: C₃₇H₄₂O₂
• 分子量: 518.739
• InChiKey: RHUGZAHCFHIVRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-(9,9-Dihexyl-9H-fluorene-2,7-diyl)diphenol 在 sodium hydride 作用下， 以 氘代二甲亚砜 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of dihydroxyoligophenylenes containing π-deficient or π-excess hetero-aromatic rings and their solvatochromic behavior

  摘要：

  Dihydroxyoligophenylenes (HO-ArPh(m)-OHs) with 9,9-dihexy1-2,7-fluorene (Ar=Flu), 2,5-dioctyloxy-1,4-benzene (Ar=Dob), pyridine (Ar=Py), or thiophene (Ar=Th) rings were synthesized by the Suzuki coupling reaction. Absorption maxima (lambda(max)) of HO-ArPh(m)-OHs shifted progressively toward long wavelengths due to the expansion of the it-conjugation system with an increase in the number of benzene rings. Deprotonation of the OH groups of HO-ArPh(m)-OHs by treatment with NaH caused a bathochromic shift of lambda(max). The bathochromic shift of the deprotonated species increased with the donor numbers (DNs) of the solvents. The emission peak positions of NaO-ArPh(m)-ONas depended on the DNs of the solvents; therefore, the emission color could be tuned by changing the solvent. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.087
• 作为产物：
  描述：

  4-溴苯酚 、 9,9-二己基芴-2,7-二硼酸二(1,3-丙二醇)酯 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以59%的产率得到4,4'-(9,9-Dihexyl-9H-fluorene-2,7-diyl)diphenol
  参考文献：
  名称：

  Synthesis of dihydroxyoligophenylenes containing π-deficient or π-excess hetero-aromatic rings and their solvatochromic behavior

  摘要：

  Dihydroxyoligophenylenes (HO-ArPh(m)-OHs) with 9,9-dihexy1-2,7-fluorene (Ar=Flu), 2,5-dioctyloxy-1,4-benzene (Ar=Dob), pyridine (Ar=Py), or thiophene (Ar=Th) rings were synthesized by the Suzuki coupling reaction. Absorption maxima (lambda(max)) of HO-ArPh(m)-OHs shifted progressively toward long wavelengths due to the expansion of the it-conjugation system with an increase in the number of benzene rings. Deprotonation of the OH groups of HO-ArPh(m)-OHs by treatment with NaH caused a bathochromic shift of lambda(max). The bathochromic shift of the deprotonated species increased with the donor numbers (DNs) of the solvents. The emission peak positions of NaO-ArPh(m)-ONas depended on the DNs of the solvents; therefore, the emission color could be tuned by changing the solvent. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.087

文献信息

• Synthesis of dihydroxyoligophenylenes containing π-deficient or π-excess hetero-aromatic rings and their solvatochromic behavior
  作者：Isao Yamaguchi、Kenji Seo、Yukari Kawashima

  DOI：10.1016/j.tet.2010.06.087

  日期：2010.8

  Dihydroxyoligophenylenes (HO-ArPh(m)-OHs) with 9,9-dihexy1-2,7-fluorene (Ar=Flu), 2,5-dioctyloxy-1,4-benzene (Ar=Dob), pyridine (Ar=Py), or thiophene (Ar=Th) rings were synthesized by the Suzuki coupling reaction. Absorption maxima (lambda(max)) of HO-ArPh(m)-OHs shifted progressively toward long wavelengths due to the expansion of the it-conjugation system with an increase in the number of benzene rings. Deprotonation of the OH groups of HO-ArPh(m)-OHs by treatment with NaH caused a bathochromic shift of lambda(max). The bathochromic shift of the deprotonated species increased with the donor numbers (DNs) of the solvents. The emission peak positions of NaO-ArPh(m)-ONas depended on the DNs of the solvents; therefore, the emission color could be tuned by changing the solvent. (C) 2010 Elsevier Ltd. All rights reserved.