(4-bromo-2,5-bis(hexyloxy)phenyl)boronic acid | 160256-87-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-bromo-2,5-bis(hexyloxy)phenyl)boronic acid
• 英文别名: 4-bromo-1,4-dihexyloxyphenylboronic acid；1-Bromo-2,5-dihexyloxybenzene-4-boronic acid；(4-bromo-2,5-dihexoxyphenyl)boronic acid
• CAS: 160256-87-1
• 化学式: C₁₈H₃₀BBrO₄
• 分子量: 401.149
• InChiKey: TYEDYXIGKQDFPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-bromo-2,5-bis(hexyloxy)phenyl)boronic acid 在 sodium hydroxide 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 24.0h， 以94%的产率得到sodium (4-bromo-2,5-bis(hexyloxy)phenyl)trihydroxyborate
  参考文献：
  名称：

  Aryl Trihydroxyborate Salts: Thermally Unstable Species with Unusual Gelation Abilities

  摘要：

  A series of aryl trihydroxyborate salts were synthesized and found to form gels in benzene. The compounds were thermally unstable and readily underwent protodeboronation in solution and the solid state. Gelation could be induced without decomposition via sonication. Subsequent characterization studies revealed an unusual dependence of gel properties on alkyl chain length.

  DOI：

  10.1021/jo201353j
• 作为产物：
  描述：

  2-bromo-1,4-dihexyloxybenzene 在 正丁基锂 、 溴 、 sodium hydroxide 、 sodium sulfite 作用下， 以 四氢呋喃 、 氯仿 、 水 、 苯 为溶剂， 反应 69.82h， 生成 (4-bromo-2,5-bis(hexyloxy)phenyl)boronic acid
  参考文献：
  名称：

  Aryl Trihydroxyborate Salts: Thermally Unstable Species with Unusual Gelation Abilities

  摘要：

  A series of aryl trihydroxyborate salts were synthesized and found to form gels in benzene. The compounds were thermally unstable and readily underwent protodeboronation in solution and the solid state. Gelation could be induced without decomposition via sonication. Subsequent characterization studies revealed an unusual dependence of gel properties on alkyl chain length.

  DOI：

  10.1021/jo201353j

文献信息

• Electroluminescent device comprising a chromophoric polymeric composition
  申请人：Cambridge Display Technology Limited

  公开号：US05653914A1

  公开（公告）日：1997-08-05

  An electroluminescent device is provided incorporating an emissive layer comprising a processible polymer matrix such as poly(methylmethacrylate) and a chromophoric component such as an asymmetric stilbene or distyrylbenzene. The chromophoric component is blended with the polymer matrix or covalently attached thereto as a side chain and is selected to emit radiation in the region 400 nm to 500 nm when excited to luminesce.

  提供了一种电致发光装置，其中包含一层发光层，该发光层包括可加工的聚合物基质，例如聚甲基丙烯酸甲酯，以及一种色团成分，例如不对称的苯乙烯或二烯基苯。色团成分与聚合物基质混合或共价地附着在侧链上，并被选择为在激发发光时发射400nm至500nm范围内的辐射。
• From Highly Enantioselective Monomeric Catalysts to Highly Enantioselective Polymeric Catalysts:  Application of Rigid and Sterically Regular Chiral Binaphthyl Polymers to the Asymmetric Synthesis of Chiral Secondary Alcohols
  作者：Wei-Sheng Huang、Qiao-Sheng Hu、Lin Pu

  DOI：10.1021/jo990992v

  日期：1999.10.1

  A 1,1'-binaphthyl-based polymeric chiral catalyst with the most general enantioselectivity for the alkylzinc addition to a broad range of aldehydes has been obtained. This polymer can be easily recovered, and the recycled polymer shows the same catalytic properties as the original polymer. A highly enantioselective catalytic diphenylzinc addition to aldehydes has also been achieved by using the chiral binaphthyl monomer and polymer catalysts. Particularly, the excellent enantioselectivity observed for the addition of diphenylzinc to aromatic aldehydes allows the preparation of optically active diaryl carbinols that are synthetically useful but difficult to access by asymmetric catalysis. A novel asymmetric reduction of ketones catalyzed by the mono- and polybinaphthyl zinc complexes has been discovered. Our work on the asymmetric organozinc addition to aldehydes and the asymmetric reduction of ketones catalyzed by the zinc complexes of chiral binaphthyl monomer (R)-12 and polybinaphthyl (R)-43 has not only provided new methods to prepare optically active secondary alcohols but also demonstrated that incorporation of an enantioselective monomeric catalyst into a rigid and sterically regular polymer structure could almost completely preserve the catalytic properties of the monomeric catalyst. This strategy may find general application in converting existing highly enantioselective monomer catalysts into polymer catalysts of similar enantioselectivity provided that the catalytically active species of the monomer catalysts contain only the monomeric units rather than the aggregates of the monomers. By using this strategy, it is possible to overcame the drawbacks associated with the traditional approach to preparing polymeric chiral catalysts where the microenvironments of the catalytic sites in the polymers are often significantly altered from those in the monomeric catalysts due to the flexible and sterically irregular polymer chains.