Affiliation:
1. Institute for Organic Chemistry I, University of Ulm, Albert-Einstein-Allee 11, 89081 Ulm, Germany
Abstract
Betaines 7a, b and 8a, b have been prepared from 3- and 4-piperidinecarboxylic acid and N,N,N',N'-tetraalkyl-chloroformamidinium chlorides via the corresponding methyl esters. These betaines are highly hygroscopic, thermally very stable, and, with the exception of 7b, have rather low melting points. They undergo a surprisingly facile alkaline cleavage of the hexaalkylguanidinium moiety. They react with dichloromethane by a twofold nucleophilic substitution to form methylene dicarboxylates such as 11. TheNMR (1H, 13C) data of betaines 7 and 8 are discussed
Cited by
4 articles.
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1. Orthoamide und Iminiumsalze, IIC. Darstellung von N-(ω-Ammonioalkyl)-N,N′,N′,N″,N″-peralkylierten Guanidiniumsalzen und N-(ω-Aminoalkyl)-N′,N′,N″,N″-tetramethylguanidinen;Zeitschrift für Naturforschung B;2020-07-01
2. Guanidinium‐Based Phosphotungstates and Ionic Liquids as Catalysts and Solvents for the Epoxidation of Olefins with Hydrogen Peroxide;European Journal of Inorganic Chemistry;2011-05-02
3. Orthoamide, LXIX [1]. Beiträge zur Synthese N,N,N´,N´,N´´-peralkylierter Guanidine und N,N,N´,N´,N´´䞲,N´´-persubstituierter Guanidiniumsalze / Orthoamides, LXIX [1]. Contributions to the Synthesis of N, N, N´, N´, N´-peralkylated Guanidines and N, N, N´, N´, N´´, N´´-persubstituted Guanidinium Salts;Zeitschrift für Naturforschung B;2010-07-01
4. ChemInform Abstract: Novel Betaines of the Hexaalkylguanidinio-carboxylate Type.;ChemInform;2010-04-20