5,5''-di-tert-butyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-3,3''-diol | 1254941-72-4

• 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: 5,5''-di-tert-butyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-3,3''-diol
• CAS: 1254941-72-4
• 化学式: C₃₂H₄₁BO₄
• 分子量: 500.486
• InChiKey: SMFBOYNHGANHQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.33
• 重原子数：
  37.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  58.92
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  三氟甲磺酸酐 、 5,5''-di-tert-butyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-3,3''-diol 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以94%的产率得到5,5''-di-tert-butyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-3,3''-diyl bis(trifluoromethanesulfonate)
  参考文献：
  名称：

  Synthesis of Hyperbranched Poly(m-phenylene)s via Suzuki Polycondensation of a Branched AB₂ Monomer

  摘要：

  An efficient synthesis of hyperbranched poly(m phenylene)s is achieved by Suzuki poly condensation of a m-terphenyl derived branched AB(2) monomer The resulting hyperbranched polymers show high molecular weight and relatively low polydispersity and are readily soluble in common organic solvents A catalyst system composed of Pd(OAc)(2) and S Phos was found to be highly active in the present Suzuki polycondensation protocol The molecular weight and polydispersity of the polymer are controllable by varying the catalyst loading and the starting monomer concentration Experimental results are consistent with a pseudo-chain-growth pathway that Involves intramolecular catalyst transfer during polymerization Furthermore, the triflate end groups of the hyperbranched poly(m phenylene)s can be efficiently converted to other functionalities via in situ Suzuki-Miyaura cross-couplings

  DOI：

  10.1021/ma102023a
• 作为产物：
  描述：

  3-叔丁基苯酚 在 2-双环己基膦-2',6'-二甲氧基联苯 、 咪唑 、 potassium phosphate 、 (1,5-cyclooctadiene)(methoxy)iridium(I) dimer 、 四丁基氟化铵 、 palladium diacetate 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 四氢呋喃 、 环己烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 37.0h， 生成 5,5''-di-tert-butyl-5'-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,1':3',1''-terphenyl]-3,3''-diol
  参考文献：
  名称：

  Synthesis of Hyperbranched Poly(m-phenylene)s via Suzuki Polycondensation of a Branched AB₂ Monomer

  摘要：

  An efficient synthesis of hyperbranched poly(m phenylene)s is achieved by Suzuki poly condensation of a m-terphenyl derived branched AB(2) monomer The resulting hyperbranched polymers show high molecular weight and relatively low polydispersity and are readily soluble in common organic solvents A catalyst system composed of Pd(OAc)(2) and S Phos was found to be highly active in the present Suzuki polycondensation protocol The molecular weight and polydispersity of the polymer are controllable by varying the catalyst loading and the starting monomer concentration Experimental results are consistent with a pseudo-chain-growth pathway that Involves intramolecular catalyst transfer during polymerization Furthermore, the triflate end groups of the hyperbranched poly(m phenylene)s can be efficiently converted to other functionalities via in situ Suzuki-Miyaura cross-couplings

  DOI：

  10.1021/ma102023a