7'-(2,2'-bithien-5-yl)-9',9'-dioctyl-fluoren-2'-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | 892461-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 7'-(2,2'-bithien-5-yl)-9',9'-dioctyl-fluoren-2'-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
• 英文别名: 2-[9,9-Dioctyl-7-(5-thiophen-2-ylthiophen-2-yl)fluoren-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 892461-44-8
• 化学式: C₄₃H₅₇BO₂S₂
• 分子量: 680.867
• InChiKey: QRXYMUOJKGURBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.21
• 重原子数：
  48
• 可旋转键数：
  17
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7'-(2,2'-bithien-5-yl)-9',9'-dioctyl-fluoren-2'-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 、 2,7''-dibromo-[9,9,9',9',9'',9''-hexahexyl]-7,2';7',2''-terfluorene 在 四(三苯基膦)钯 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 28.0h， 以60%的产率得到2-[7-[7-[7-[7-[9,9-Dioctyl-7-(5-thiophen-2-ylthiophen-2-yl)fluoren-2-yl]-9,9-dihexylfluoren-2-yl]-9,9-dihexylfluoren-2-yl]-9,9-dihexylfluoren-2-yl]-9,9-dioctylfluoren-2-yl]-5-thiophen-2-ylthiophene
  参考文献：
  名称：

  Synthesis of Fluorene-Based Oligomeric Organoboron Reagents via Kumada, Heck, and Stille Cross-Coupling Reactions

  摘要：

  Boronic pinacol ester group is not reactive in Kumada, Heck and Stille coupling reaction conditions. Fluorene-based sophisticated organoboron compounds were synthesized by means of Palladium catalyzed Kumada, Heck and Stille cross-coupling reactions from halofluorenyl boronic esters.

  DOI：

  10.1021/jo0602470
• 作为产物：
  描述：

  9,9-二辛基-2,7-二溴代芴 在 四(三苯基膦)钯 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 25.0h， 生成 7'-(2,2'-bithien-5-yl)-9',9'-dioctyl-fluoren-2'-yl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
  参考文献：
  名称：

  Synthesis of Fluorene-Based Oligomeric Organoboron Reagents via Kumada, Heck, and Stille Cross-Coupling Reactions

  摘要：

  Boronic pinacol ester group is not reactive in Kumada, Heck and Stille coupling reaction conditions. Fluorene-based sophisticated organoboron compounds were synthesized by means of Palladium catalyzed Kumada, Heck and Stille cross-coupling reactions from halofluorenyl boronic esters.

  DOI：

  10.1021/jo0602470

文献信息

• Synthesis of Fluorene-Based Oligomeric Organoboron Reagents via Kumada, Heck, and Stille Cross-Coupling Reactions
  作者：Xiaojie Zhang、Hongkun Tian、Qin Liu、Lixiang Wang、Yanhou Geng、Fosong Wang

  DOI：10.1021/jo0602470

  日期：2006.5.1

  Boronic pinacol ester group is not reactive in Kumada, Heck and Stille coupling reaction conditions. Fluorene-based sophisticated organoboron compounds were synthesized by means of Palladium catalyzed Kumada, Heck and Stille cross-coupling reactions from halofluorenyl boronic esters.