带有不同烷基氨基的新型高氟化磷酰胺的合成与表征

IF 1.8 3区 化学 Q3 CHEMISTRY, ORGANIC Synthetic Communications Pub Date : 2024-08-02 DOI:10.1080/00397911.2024.2382784
Samar Argoubi , M. A. Sanhoury , I. Zerough , E. Manoury , I. Chehidi
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引用次数: 0

摘要

合成了 17 种新的含烷基氨基的(RFO)2P(O)NHR(R = CH2CH2CH3、(CH2)3CH3、(CH2)4-CH3、CH(CH3)2、C6H11、CH2CH2-C6H5、CH2-C6H5 或 C6H5;RF = CH2CF3、CH2C2F5 或 CH2CH2C6F13)高氟化磷酰胺。这些化合物是以分子碘作为温和的催化剂,在 H2O2 的存在下,通过伯胺与作为磷酸化剂的双(多氟烷基)亚磷酸酯反应而得到的。此外,还研究了不同膦酸盐反应速率的变化,并与之前的研究成果进行了比较。利用多核(1H、13C、31P 和 19F)核磁共振、红外和 HRMS 技术对标题磷酰胺进行了全面表征。
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Synthesis and characterization of new highly fluorinated phosphoramidates bearing different alkylamino groups

Seventeen new highly fluorinated phosphoramidates containing alkylamino moieties of the type (RFO)2P(O)NHR (R = CH2CH2CH3, (CH2)3CH3, (CH2)4-CH3, CH(CH3)2, C6H11, CH2CH2-C6H5, CH2-C6H5 or C6H5; RF = CH2CF3, CH2C2F5 or CH2CH2C6F13) were synthesized. These compounds were obtained through the reaction of primary amines with bis(polyfluoroalkyl)phosphites as phosphorylating agents, using molecular iodine as a mild catalyst and in the presence of H2O2.This method was chosen out of various literature common methods, which were thoroughly investigated using 31P NMR spectroscopy. In addition, the variation in reaction rates among different phosphites was studied and compared with previous research findings. The title phosphoramidates were fully characterized using multinuclear (1H,13C,31P, and 19F) NMR, IR, and HRMS techniques.

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来源期刊
Synthetic Communications
Synthetic Communications 化学-有机化学
CiteScore
4.40
自引率
4.80%
发文量
156
审稿时长
4.3 months
期刊介绍: Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.
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