2,2-dimethyl-1,3-diphenyl-5,6-dihydro-4H-cyclopenta[c]germole | 296280-46-1

• 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: 2,2-dimethyl-1,3-diphenyl-5,6-dihydro-4H-cyclopenta[c]germole
• CAS: 296280-46-1
• 化学式: C₂₁H₂₂Ge
• 分子量: 346.996
• InChiKey: ZJFLOLZFBXKSNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  二氯二茂锆 、 溴化锗 、 1,7-diphenylhepta-1,6-diyne 、 甲基锂 以 四氢呋喃 为溶剂， 以31%的产率得到2,2-dimethyl-1,3-diphenyl-5,6-dihydro-4H-cyclopenta[c]germole
  参考文献：
  名称：

  Poly(2,5-diphenylgermole):  Incorporation of a Germole Ring into a Conjugated Polymer

  摘要：

  The intramolecular zirconocene coupling of 4,4-bis(hexyloxymethyl)-1,7-bis-p-halophenyl-1,6-heptadiynes provides 2,5-bis-p-halophenylzirconocyclopentadienes (bromo and chloro derivatives), which undergo efficient transmetalation reactions with GeBr(4). Methylation of the resulting dihalogermoles with MeLi provided bis-p-halophenyl-2,5-germole monomers. These functionalized germoles were polymerized via nickel coupling to give oligo- and poly(2,5-diphenylgermole) materials (7). Investigations of optical properties reveal that the monomers and a model 2,5-bisphenylgermole are somewhat photoluminescent (Phi = 0.018-0.12), while the high molecular weight polymer (M(n) approximate to 20 000) exhibits very efficient photoemission (Phi = 0.79). Electrochemical studies indicate that delocalization in 7 is accompanied by a modest lowering of the LUMO level relative to that of the monomer.

  DOI：

  10.1021/om000191e