4.8 Article

Phosphinecarboxamide: A Phosphorus-Containing Analogue of Urea and Stable Primary Phosphine

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 51, Pages 19131-19134

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja4115693

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Funding

  1. EPSRC
  2. University of Oxford
  3. Engineering and Physical Sciences Research Council [1243738] Funding Source: researchfish

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Reactions of the 2-phosphaethynolate anion (PCO-, 1) with ammonium salts quantitatively yielded phosphinecarboxamide (PH2C(O)NH2, 2). The molecular structure and chemical properties of 2 were studied by single-crystal X-ray diffraction and multielement NMR spectroscopy. This phosphorus-containing analogue of urea is a rare example of an air-stable primary phosphine.

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