The Reaction Activity of Aromatic Carbonyl Compounds with Diphenylphosphine Oxide Studied by 31P NMR |
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| Authors: | Jinyun Zheng Xiangming Feng Yujian Yu Xiaomin Zhen Yufen Zhao |
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| Institution: | 1. Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, College of Chemistry and Molecular Engineering , Zhengzhou University , Zhengzhou , China;2. Key Laboratory of Chemical Biology and Organic Chemistry of Henan Province, College of Chemistry and Molecular Engineering , Zhengzhou University , Zhengzhou , China;3. Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province , Xiamen University , Xiamen , China |
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| Abstract: | Abstract A series of α-hydroxyphosphine oxides were prepared by the reactions of diphenylphosphine oxide and aromatic carbonyl compounds and characterized by 1H NMR, 13C NMR, 31P NMR, FT-IR, ESI-MS, and HR-MS spectra. The reaction rates and experimental conditions of aromatic aldehydes and aromatic ketones were obviously different due to the activity of their carbonyls. The different substituents of the aromatic aldehydes affected the reaction rate too, and the quantitative reactivity of their substituent conformed to the Hammett equation. The results were confirmed by 31P NMR spectroscopy. |
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| Keywords: | Diphenylphosphine oxide aromatic aldehyde Hammett's plot 31P NMR tracking |
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