1,4-bis[[tri(prop-2-yl)silyl]ethynyl][1,4]benzodioxino[2,3-b]benzo[g]quinoxaline | 1426074-11-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis[[tri(prop-2-yl)silyl]ethynyl][1,4]benzodioxino[2,3-b]benzo[g]quinoxaline
• 英文别名: Tri(propan-2-yl)-[2-[9-[2-tri(propan-2-yl)silylethynyl]-4,11-dioxa-2,13-diazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),2,5,7,9,12,14,16,18,20-decaen-6-yl]ethynyl]silane；tri(propan-2-yl)-[2-[9-[2-tri(propan-2-yl)silylethynyl]-4,11-dioxa-2,13-diazapentacyclo[12.8.0.03,12.05,10.016,21]docosa-1(22),2,5,7,9,12,14,16,18,20-decaen-6-yl]ethynyl]silane
• CAS: 1426074-11-4
• 化学式: C₄₀H₅₀N₂O₂Si₂
• 分子量: 647.02
• InChiKey: QOEXFCRVFWXCHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.82
• 重原子数：
  46
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,4-二碘-2,3-二甲氧基苯 在 哌啶 、 2-吡啶甲酸 、 bis-triphenylphosphine-palladium(II) chloride 、 potassium phosphate 、 copper(l) iodide 、 三溴化硼 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 67.5h， 生成 1,4-bis[[tri(prop-2-yl)silyl]ethynyl][1,4]benzodioxino[2,3-b]benzo[g]quinoxaline
  参考文献：
  名称：

  Alkynylated Diazadioxaacenes: Syntheses and Properties

  摘要：

  We report the successful synthesis of a series of ethynylated dioxadiazaacenes and investigate their properties. We developed a modular Cu-based catalytic procedure to build up [1,4]dioxino[2,3-b]pyrazine motifs starting from only a few building blocks. TIPS-acetylene-substituted benzene-1,2-diol and naphthalene-2,3-diol were reacted with 2,3-dichloropyrazine, 2,3-dichloroquinoxaline, and 2,3-dichlorobenzoquinoxaline to give a set of six novel and well-soluble dioxadiazaacenes. Different reaction conditions for the coupling were tested. Copper catalysis is most effective and gave the best yield of dioxadiazaacenes. The resulting azaoxaacenes were characterized in terms of optical and electronic properties and crystal packing.

  DOI：

  10.1021/jo400092r