N -苯甲酰胺(diisopropylphosphanyl)

IF 0.6 Q4 CHEMISTRY, ORGANIC

Molbank Pub Date : 2023-06-10 DOI:10.3390/m1667

María Ángeles Alcaide González, D. Garrido, E. Álvarez, Riccardo Peloso

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引用次数: 0

摘要

N-(二异丙基磷酰)苯甲酰胺PhC(O)NHPiPr2以苯甲酰胺为原料，采用两种不同的工艺合成了收率较高的苯甲酰胺。第一种方法是两步合成，N-(三甲硅基)苯酰胺与PiPr2Cl反应，得到收率较高的标题化合物;第二种方法是在N,N-二甲基吡啶-4胺(DMAP)和三乙胺的存在下，与PiPr2Cl反应，将苯酰胺转化为N-(二异丙基磷酰)苯酰胺。通过核磁共振波谱和x射线衍射分析对新化合物进行了表征，并阐明了其固体状态下的分子结构。N-(二异丙基磷酰)苯甲酰胺加入了有限的酰胺取代膦家族，RC(O)NHPR ' 2，它可以被归类为双齿杂化P,O配体，无论是中性形式还是阴离子形式，后者可以通过NH基团的去质子化实现。

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N-(diisopropylphosphanyl)benzamide

N-(diisopropylphosphanyl)benzamide, PhC(O)NHPiPr2, has been synthesized in good yield following two alternative procedures that employ benzamide as the starting material. The first one is a two-step preparation, in which N-(trimetilsilyl)benzamide is reacted with PiPr2Cl to give the title compound in good yield, whereas the second one is a straightforward synthesis which converts benzamide into N-(diisopropylphosphanyl)benzamide by reaction with PiPr2Cl in the presence of N,N-dimethylpyridin-4-amine (DMAP) and triethylamine. NMR spectroscopy and X-ray diffraction analyses have been performed to characterize the new compound and elucidate its molecular structure in the solid state. N-(diisopropylphosphanyl)benzamide adds to the limited family of amido-substituted phosphines, RC(O)NHPR’2, which can be classified as bidentate hybrid P,O-ligands, both in their neutral and anionic forms, the latter achievable by deprotonation of the NH group.

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来源期刊

Molbank Chemistry-Physical and Theoretical Chemistry

CiteScore

0.70

自引率

33.30%

发文量

174

审稿时长

11 weeks

期刊介绍： •organic synthesis •biosynthesis •extraction and purification •natural product derivatives •structural elucidation (X-ray crystallography, NMR, etc.)