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Reactivity of Functionalized Phosphonates 1. Acid-Base Properties and Reactivity of Methyl Esters of Alpha-Aminophosphonic Acids |
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| Authors: | Roustem D Saiakhov Artem R Cherkasov Alphia A Shajmardanova Vladimir I Galkin Rafael A Cherkasov Paolo Finocchiaro |
| Institution: | 1. Department of Chemistry , Kazan State University , Kazan , Russia;2. Department of Chemistry , Case Western Reserve University , Cleveland , Ohio;3. Department of Chemistry , Kazan State University , Kazan , Russia;4. Arbusov's Institute of Organic and Physical Chemistry , Kazan , Russia;5. Instituto di Chimico , University of Catania , Viale , Catania , Italy |
| Abstract: | Acid-base properties and reactivity of series of alpha-aminophosphonates has been investigated. The reaction of addition of the aminophosphonates to phenylisocyanate was used as a model reaction. The influence of steric and electronic effects of substituents at alpha-carbon or nitrogen in amino group on the mechanism inversion from AdN to AdE is discussed. |
| Keywords: | Aminophosphonates Basicity Mechanism Phenylisocyanate Reactivity Substituent Effect |