Preparation and Utilization of SF5-Containing Building Blocks

含SF5砌块的制备及利用

基本信息

项目摘要

The chemistry of fluoroorganic compounds is one of the most rapidly developing areas in the life sciences, despite the fact that fluorine is virtually “foreign” to the bioorganic chemistry of life. The introduction of fluorine into organic molecules generally leads to significant changes in their physical, chemical, and biological properties. Among all fluorine-containing molecules, pentafluorosulfanyl(SF5)- substituted ones occupy a special place. Because of its high electronegativity, substantial steric effect, significant hydrophobicity, and high chemical resistance, this group has recently been labeled as the “substituent of the future.” An international collaboration of two highly specialized laboratories in the area of inorganic or organic fluorine chemistry, seeks to advance transformative research in the emerging field of SF5 chemistry versus the incremental research characteristic of a single laboratory. This collaboration, recently initiated without support, has already resulted in two scientific presentations and one manuscript submission. The intellectual merit of the proposed activity involves developing new synthetic routes to key SF5-containing building blocks and electrophilic SF5CF2+ sources, and using them to introduce SF5-containing groups into complex organic structures, synthesizing medicinally relevant compounds, and investigating their biological activity and specificity. Additional novel SF5-containing materials will be prepared and their suitability for applications in green chemistry, energetic materials, and polymer fields will be investigated.
氟有机化合物的化学是生命科学中发展最快的领域之一,尽管氟对于生命的生物有机化学来说实际上是“外来的”。将氟引入到有机分子中通常会导致其物理、化学和生物性质的显著变化。在所有含氟分子中,五氟硫烷基(SF5)取代的含氟分子占有特殊的地位。由于其高电负性、显著的空间效应、显著的疏水性和高耐化学性,该基团最近被标记为“未来的取代基”。两个高度专业化的实验室在无机或有机氟化学领域的国际合作,旨在推进SF5化学新兴领域的变革性研究,而不是单一实验室的增量研究特征。这项合作最近在没有支助的情况下启动,已经产生了两项科学报告和一份手稿。拟议活动的智力价值包括开发新的合成路线,以关键的含SF5的结构单元和亲电子SF5CF2+来源,并使用它们将含SF5的基团引入复杂的有机结构,合成医学相关化合物,并研究其生物活性和特异性。其他新型含SF5材料将被制备,并将研究其在绿色化学、含能材料和聚合物领域的应用。

项目成果

期刊论文数量(7)
专著数量(0)
科研奖励数量(0)
会议论文数量(0)
专利数量(0)
Ambiphilic properties of SF5CF2CF2Br derived perfluorinated radical in addition reactions across carbon-carbon double bonds.
  • DOI:
    10.1021/acs.orglett.5b00268
  • 发表时间:
    2015-02
  • 期刊:
  • 影响因子:
    5.2
  • 作者:
    P. Dudziński;Andrej V Matsnev;J. Thrasher;G. Haufe
  • 通讯作者:
    P. Dudziński;Andrej V Matsnev;J. Thrasher;G. Haufe
New approach to α-pentafluorosulfanyl-substituted carboxylic acid derivatives via Ireland-Claisen rearrangements
  • DOI:
    10.1016/j.jfluchem.2014.05.006
  • 发表时间:
    2014-11-01
  • 期刊:
  • 影响因子:
    1.9
  • 作者:
    Dreier, Anna-Lena;Matsnev, Andrej V.;Haufe, Gunter
  • 通讯作者:
    Haufe, Gunter
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Professor Dr. Günter Haufe其他文献

Professor Dr. Günter Haufe的其他文献

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{{ truncateString('Professor Dr. Günter Haufe', 18)}}的其他基金

New synthetic pathways to polyfluoroalkyl-containing amino- and hydroxy acids with potential biological activity
具有潜在生物活性的含多氟烷基的氨基酸和羟基酸的新合成途径
  • 批准号:
    99407230
  • 财政年份:
    2008
  • 资助金额:
    --
  • 项目类别:
    Research Grants
Oxabicycloalkane als Ausgangsverbindungen für die enantioselektive Synthese von Naturstoffen
氧杂双环烷烃作为天然产物对映选择性合成的起始化合物
  • 批准号:
    5296284
  • 财政年份:
    1996
  • 资助金额:
    --
  • 项目类别:
    Research Grants

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