2,4,7-tri-Bpinpyrene | 1392443-99-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 2,4,7-tri-Bpinpyrene
• 英文别名: 2-[2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyren-4-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-[2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyren-4-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1392443-99-0
• 化学式: C₃₄H₄₃B₃O₆
• 分子量: 580.145
• InChiKey: GKTXXRALUVOQJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.48
• 重原子数：
  43
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  对溴甲苯 、 2,4,7-tri-Bpinpyrene 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 反应 16.0h， 以75%的产率得到2,4,7-tri-4-tolylpyrene
  参考文献：
  名称：

  Ir-Catalyzed Direct Borylation at the 4-Position of Pyrene

  摘要：

  The first direct borylation of a C-H bond at the 4-position of pyrene was achieved using [Ir(COD)Cl](2)/dtbpy as the catalyst precursor and B(2)pin(2) as the boron source. The position-related photophysical properties of pyrene derivatives are reported.

  DOI：

  10.1021/jo301293w
• 作为产物：
  描述：

  2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene 、 联硼酸频那醇酯 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 、 4,4'-二叔丁基-2,2'-二吡啶 作用下， 以 正己烷 为溶剂， 反应 48.0h， 以62%的产率得到2,4,7-tri-Bpinpyrene
  参考文献：
  名称：

  Ir-Catalyzed Direct Borylation at the 4-Position of Pyrene

  摘要：

  The first direct borylation of a C-H bond at the 4-position of pyrene was achieved using [Ir(COD)Cl](2)/dtbpy as the catalyst precursor and B(2)pin(2) as the boron source. The position-related photophysical properties of pyrene derivatives are reported.

  DOI：

  10.1021/jo301293w

文献信息

• Iridium-Catalyzed Borylation of Pyrene: Irreversibility and the Influence of Ligand on Selectivity
  作者：Lei Ji、Katharina Fucke、Shubhankar Kumar Bose、Todd B. Marder

  DOI：10.1021/jo5024014

  日期：2015.1.2

  The iridium-catalyzed borylation of pyrene, using 4,4'-dimethyl-2,2'-bipyridine as the ligand, in the presence of t-BuOK, gave a mixture of 2,4,7,9-tetrakis(Bpin)pyrene (c4) and its 2,4,7,10-isomer (m4) in a 2.2:1 ratio, and the selectivity of the Ir-catalyzed borylation of pyrene is kinetically determined and can be influenced to some extent by the nature of the ligand.
• Ir-Catalyzed Direct Borylation at the 4-Position of Pyrene
  作者：Zhiqiang Liu、Yuanyuan Wang、Ying Chen、Jie Liu、Qi Fang、Christian Kleeberg、Todd B. Marder

  DOI：10.1021/jo301293w

  日期：2012.8.17

  The first direct borylation of a C-H bond at the 4-position of pyrene was achieved using [Ir(COD)Cl](2)/dtbpy as the catalyst precursor and B(2)pin(2) as the boron source. The position-related photophysical properties of pyrene derivatives are reported.