dibromo(tetramethyldisilano)biphenyl | 1450991-85-1

• 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: dibromo(tetramethyldisilano)biphenyl
• 英文别名: 3,8-Dibromo-5,5,6,6-tetramethylbenzo[c][1,2]benzodisiline；3,8-dibromo-5,5,6,6-tetramethylbenzo[c][1,2]benzodisiline
• CAS: 1450991-85-1
• 化学式: C₁₆H₁₈Br₂Si₂
• 分子量: 426.298
• InChiKey: QSKQFQJPXJCANP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  dibromo(tetramethyldisilano)biphenyl 在 copper(l) iodide 、 四(三苯基膦)钯 、 十二/十四烷基二甲基氧化胺 作用下， 以 水 、 甲苯 为溶剂， 反应 30.0h， 生成 C₂₈H₃₂OS₂Si₂
  参考文献：
  名称：

  SYNTHESIS AND REACTIONS OF SILICON-BRIDGED DITHIENYLBIPHENYLS. FINE TUNING OF ELECTRONIC STATES BY BRIDGING SILICON CHAIN LENGTHS

  摘要：

  4,4'-Bis(ethylthienyl)-2,2'-(tetramethyl- and tetrabutyldisilano)biphenyls were prepared by the Migita-Kosugi-Stille coupling reactions of ethyl(trimethylstannyl)thiophene with the corresponding dibromo(disilano)biphenyls. The disilane-bridge of the former underwent oxidation with trimethylamine oxide and Pd-catalyzed benzyne-insertion to form siloxane- and disilylbenzene-bridged biphenyls, respectively. The UV spectra of these compounds showed blue-shifted absorption as the silicon-bridges were elongated. A conjugated polymer with an alternating arrangement of disilanobiphenyl and bithiophene units was also prepared and its oxidation was examined.

  DOI：

  10.3987/com-12-s(n)72
• 作为产物：
  描述：

  4,4-二溴-2,2-二碘联苯 、 1,2-二氯四甲基二硅烷 在 叔丁基锂 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 反应 1.0h， 以71%的产率得到dibromo(tetramethyldisilano)biphenyl
  参考文献：
  名称：

  SYNTHESIS AND REACTIONS OF SILICON-BRIDGED DITHIENYLBIPHENYLS. FINE TUNING OF ELECTRONIC STATES BY BRIDGING SILICON CHAIN LENGTHS

  摘要：

  4,4'-Bis(ethylthienyl)-2,2'-(tetramethyl- and tetrabutyldisilano)biphenyls were prepared by the Migita-Kosugi-Stille coupling reactions of ethyl(trimethylstannyl)thiophene with the corresponding dibromo(disilano)biphenyls. The disilane-bridge of the former underwent oxidation with trimethylamine oxide and Pd-catalyzed benzyne-insertion to form siloxane- and disilylbenzene-bridged biphenyls, respectively. The UV spectra of these compounds showed blue-shifted absorption as the silicon-bridges were elongated. A conjugated polymer with an alternating arrangement of disilanobiphenyl and bithiophene units was also prepared and its oxidation was examined.

  DOI：

  10.3987/com-12-s(n)72

文献信息

• SYNTHESIS AND REACTIONS OF SILICON-BRIDGED DITHIENYLBIPHENYLS. FINE TUNING OF ELECTRONIC STATES BY BRIDGING SILICON CHAIN LENGTHS
  作者：Joji Ohshita、Kazuya Murakami、Daiki Tanaka、Hiroto Yoshida

  DOI：10.3987/com-12-s(n)72

  日期：——

  4,4'-Bis(ethylthienyl)-2,2'-(tetramethyl- and tetrabutyldisilano)biphenyls were prepared by the Migita-Kosugi-Stille coupling reactions of ethyl(trimethylstannyl)thiophene with the corresponding dibromo(disilano)biphenyls. The disilane-bridge of the former underwent oxidation with trimethylamine oxide and Pd-catalyzed benzyne-insertion to form siloxane- and disilylbenzene-bridged biphenyls, respectively. The UV spectra of these compounds showed blue-shifted absorption as the silicon-bridges were elongated. A conjugated polymer with an alternating arrangement of disilanobiphenyl and bithiophene units was also prepared and its oxidation was examined.