dimesitylvinylfluorogermane | 143445-88-9

• 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: dimesitylvinylfluorogermane
• 英文别名: fluorodimesitylvinylgermane；(mesityl)2fluorovinylgermane；Mes2Ge(F)CHCH2；Ethenyl-fluoro-bis(2,4,6-trimethylphenyl)germane
• CAS: 143445-88-9
• 化学式: C₂₀H₂₅FGe
• 分子量: 357.007
• InChiKey: LIXDVQAFSCGSBC-UHFFFAOYSA-N

物化性质

• 沸点：
  395.0±52.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  dimesitylvinylfluorogermane 在 叔丁基锂 作用下， 以 甲苯 、 正戊烷 为溶剂， 以>90的产率得到Mes₂Ge=CHCH₂t-Bu
  参考文献：
  名称：

  Dimesitylneopentylgermene, a new stable germene

  摘要：

  The dimesitylenopentylgermene Mes2Ge=CHCH2-t-Bu (3) was synthesized in high yield by an addition-elimination reaction between dimesitylvinylfluorogermane and tert-butyllithium. It is stable at room temperature and is highly reactive toward electrophilic and nucleophilic reagents.

  DOI：

  10.1021/om00046a010
• 作为产物：
  描述：

  difluorodimesitylgermane 、 乙烯基溴化镁 以 四氢呋喃 、 乙醚 为溶剂， 以83%的产率得到dimesitylvinylfluorogermane
  参考文献：
  名称：

  Dimesitylneopentylgermene, a new stable germene

  摘要：

  The dimesitylenopentylgermene Mes2Ge=CHCH2-t-Bu (3) was synthesized in high yield by an addition-elimination reaction between dimesitylvinylfluorogermane and tert-butyllithium. It is stable at room temperature and is highly reactive toward electrophilic and nucleophilic reagents.

  DOI：

  10.1021/om00046a010

文献信息

• Addition polymerization of 1,1-dimesitylneopentylgermene: synthesis of a polygermene
  作者：Laura C. Pavelka、Simon J. Holder、Kim M. Baines

  DOI：10.1039/b801762j

  日期：——

  A new polymer with an alternating germanium-carbon backbone has been synthesized from 1,1-dimesitylneopentylgermenevia addition polymerization using an anionic initiator.

  使用阴离子引发剂通过 1,1-二甲基新戊基锗加成聚合合成了一种具有锗碳交替骨架的新型聚合物。
• Addition of Organometallic Reagents to a Stable Silene and Germene
  作者：Bahareh Farhadpour、Jiacheng Guo、Laura C. Pavelka、Kim M. Baines

  DOI：10.1021/acs.organomet.5b00423

  日期：2015.8.10

  A variety of alkyllithium (R = Me, Bu, t-Bu) reagents and potassium tert-butoxide were added to the highly reactive silene Mes(2)Si=CHCH(2)t-Bu (1) and the germene Mes(2)Ge=CHCH(2)t-Bu (4) in diethyl ether. 1,2-Addition products were obtained regioselectively and in good yield after treatment with a weak acid with no evidence for any rearrangement products and no polymerization observed. The reactivity of the silene 1 and germene 4 toward organometallic reagents is compared to previous studies of analogous silenes and germenes.
• Reactivity of a Germene toward Terminal Alkynes: Competition between Cycloaddition, Ene-Addition, and CH-Insertion
  作者：Laura C. Pavelka、Kim M. Baines

  DOI：10.1021/om200048p

  日期：2011.4.25

  A variety of terminal alkynes were added to Mes(2)Ge=CHCH(2)t-Bu, a naturally polarized germene. Three different modes of reactivity we:re observed: cycloaddition to give germacyclobutenes, ene-addition to give vinylgermanes, and addition across the acetylenic C-H bond to give germylacetylenes. Mechanisms for the formation of the products are proposed. The reactivity of the naturally polarized germene toward terminal alkynes is compared to that of the analogous silene,