Synthesis of the Phospha-Wittig Reagent Me3P = P(C2F5) and Generation of a Phospanyl-Wittig Derivative Me3P = C(CF3)P(C2F5)F

IF 3.6 2区 化学 Q2 CHEMISTRY, MULTIDISCIPLINARY
Chemistry - A European Journal Pub Date : 2026-10-13 Epub Date: 2026-07-01 DOI:10.1002/chem.71278
Lukas Hartmann, Hannah Koch, Julia Bader, Beate Neumann, Jan-Hendrik Lamm, Hans-Georg Stammler, Mira Kessler, Berthold Hoge
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引用次数: 0

Abstract

In this contribution, we report the synthesis of the diphosphane P2(C2F5)4 and cyclotetraphosphane (PC2F5)4 from the corresponding bromophosphanes P(C2F5)xBr3−x (x = 1, 2). The molecular structure of the cyclotetraphosphane was determined by x-ray diffraction analysis. Subsequent reaction of P2(C2F5)4 with trimethylphosphane (PMe3) afforded the phosphanyl-functionalized phosphorus ylide (Wittig reagent) Me3P = C(CF3)P(C2F5)F, whereas treatment of (PC2F5)4 with PMe3 yielded the base-stabilized phosphinidene Me3P = P(C2F5). The newly obtained species were characterized by multinuclear NMR spectroscopy, and the molecular structures were determined by x-ray diffraction analysis. Me3P = C(CF3)P(C2F5)F as well as Me3P = P(C2F5) represent unique structural motifs that have not been observed within their respective substance class, underlining the remarkable versatility of perfluoroalkyl substituents.

磷酸维提格试剂Me3P = P(C2F5)的合成及磷酸维提格衍生物Me3P = C(CF3)P(C2F5)F的生成
在这篇文章中,我们报道了由相应的溴膦P(C2F5)xBr3- x (x = 1,2)合成二膦P2(C2F5)4和环四膦(PC2F5)4。用x射线衍射法测定了环四磷酰胺的分子结构。P2(C2F5)4与三甲基磷化(PMe3)反应得到磷酰化的磷酰化(Wittig试剂)Me3P = C(CF3)P(C2F5)F,而PMe3处理(PC2F5)4得到碱稳定的磷酰二烯Me3P = P(C2F5)。通过多核磁共振光谱对新获得的物质进行了表征,并通过x射线衍射分析确定了其分子结构。Me3P = C(CF3)P(C2F5)F和Me3P = P(C2F5)代表了在其各自的物质类别中未观察到的独特结构基序,强调了全氟烷基取代基的显着多功能性。
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来源期刊
Chemistry - A European Journal
Chemistry - A European Journal 化学-化学综合
CiteScore
7.90
自引率
4.70%
发文量
1808
审稿时长
1.8 months
期刊介绍: Chemistry—A European Journal is a truly international journal with top quality contributions (2018 ISI Impact Factor: 5.16). It publishes a wide range of outstanding Reviews, Minireviews, Concepts, Full Papers, and Communications from all areas of chemistry and related fields. Based in Europe Chemistry—A European Journal provides an excellent platform for increasing the visibility of European chemistry as well as for featuring the best research from authors from around the world. All manuscripts are peer-reviewed, and electronic processing ensures accurate reproduction of text and data, plus short publication times. The Concepts section provides nonspecialist readers with a useful conceptual guide to unfamiliar areas and experts with new angles on familiar problems. Chemistry—A European Journal is published on behalf of ChemPubSoc Europe, a group of 16 national chemical societies from within Europe, and supported by the Asian Chemical Editorial Societies. The ChemPubSoc Europe family comprises: Angewandte Chemie, Chemistry—A European Journal, European Journal of Organic Chemistry, European Journal of Inorganic Chemistry, ChemPhysChem, ChemBioChem, ChemMedChem, ChemCatChem, ChemSusChem, ChemPlusChem, ChemElectroChem, and ChemistryOpen.
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