4-bromo-4''-hydroxy[1,1';4',1'']terphenyl | 1158818-02-0

• 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: 4-bromo-4''-hydroxy[1,1';4',1'']terphenyl
• 英文别名: 4-[4-(4-Bromophenyl)phenyl]phenol
• CAS: 1158818-02-0
• 化学式: C₁₈H₁₃BrO
• 分子量: 325.205
• InChiKey: BXFAXQFDVRCZDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-bromo-4''-hydroxy[1,1';4',1'']terphenyl 、 2,5-dioctyloxy-1,4-benzenediboronic acid 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51%的产率得到
  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：

  1-bromo-4''-methoxy-4,1':4',1''-terphenylene 在 吡啶盐酸盐 、 水 作用下， 反应 12.0h， 以74%的产率得到4-bromo-4''-hydroxy[1,1';4',1'']terphenyl
  参考文献：
  名称：

  Synthesis of oligophenylenes containing hydroxyl group and their solvatochromic behavior

  摘要：

  Oligo(p-phenylene)s containing hydroxyl group(s), namely, OPP(n)-OH (n=3, 4, and 5; it denotes the number of benzene rings), HO-OPP(3)-OH, and 1,3,5-tri(4-biphenyl)phenol TBP-OH were synthesized in high yields by the Suzuki coupling reaction. Absorption maxima (lambda(max)s) of OPP(n)-OHs shifted progressively toward long wavelengths due to the expansion of the pi-conjugation system with an increase in the number of benzene rings. Deprotonation of the OH group of OPP(n)-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 OPP(n)-OH and OPP(n)-ONa depended on the DN of the solvents; that is, the emission color could be tuned by changing the solvent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.02.073