4,4,5,5-tetramethyl-2-(2-phenylcyclohexa-1,4-dienyl)-1,3,2-dioxaborolane | 1431795-09-3

• 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: 4,4,5,5-tetramethyl-2-(2-phenylcyclohexa-1,4-dienyl)-1,3,2-dioxaborolane
• 英文别名: 4,4,5,5-Tetramethyl-2-(2-phenylcyclohexa-1,4-dien-1-yl)-1,3,2-dioxaborolane；4,4,5,5-tetramethyl-2-(2-phenylcyclohexa-1,4-dien-1-yl)-1,3,2-dioxaborolane
• CAS: 1431795-09-3
• 化学式: C₁₈H₂₃BO₂
• 分子量: 282.19
• InChiKey: KJETYECVRZAGSV-UHFFFAOYSA-N

物化性质

• 沸点：
  337.6±52.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4,5,5-tetramethyl-2-(2-phenylcyclohexa-1,4-dienyl)-1,3,2-dioxaborolane 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 24.5h， 生成 邻三联苯
  参考文献：
  名称：

  Synthesis of Cyclic 1-Alkenylboronates via Zr-Mediated Double Functionalization of Alkynylboronates and Sequential Ru-Catalyzed Ring-Closing Olefin Metathesis

  摘要：

  Synthesis of novel cyclic 1-alkenylboronates is accomplished through the zirconium-mediated regio- and stereoselective double functionalization of 1-alkynylboronates and the subsequent ruthenium-catalyzed ring-closing metathesis (RCM). The obtained substituted cyclic 1-alkenylboronates are transformed into o-terphenyl and triphenylene derivatives.

  DOI：

  10.1021/ol400896u
• 作为产物：
  描述：

  2-苯基-1-乙炔硼酸频那醇酯 在 Grubbs catalyst first generation 、 正丁基锂 、 二氯二茂锆 、 三丁基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 4,4,5,5-tetramethyl-2-(2-phenylcyclohexa-1,4-dienyl)-1,3,2-dioxaborolane
  参考文献：
  名称：

  Synthesis of Cyclic 1-Alkenylboronates via Zr-Mediated Double Functionalization of Alkynylboronates and Sequential Ru-Catalyzed Ring-Closing Olefin Metathesis

  摘要：

  Synthesis of novel cyclic 1-alkenylboronates is accomplished through the zirconium-mediated regio- and stereoselective double functionalization of 1-alkynylboronates and the subsequent ruthenium-catalyzed ring-closing metathesis (RCM). The obtained substituted cyclic 1-alkenylboronates are transformed into o-terphenyl and triphenylene derivatives.

  DOI：

  10.1021/ol400896u

文献信息

• Synthesis of Cyclic 1-Alkenylboronates via Zr-Mediated Double Functionalization of Alkynylboronates and Sequential Ru-Catalyzed Ring-Closing Olefin Metathesis
  作者：Yasushi Nishihara、Masato Suetsugu、Daisuke Saito、Megumi Kinoshita、Masayuki Iwasaki

  DOI：10.1021/ol400896u

  日期：2013.5.17

  Synthesis of novel cyclic 1-alkenylboronates is accomplished through the zirconium-mediated regio- and stereoselective double functionalization of 1-alkynylboronates and the subsequent ruthenium-catalyzed ring-closing metathesis (RCM). The obtained substituted cyclic 1-alkenylboronates are transformed into o-terphenyl and triphenylene derivatives.