Squaric Acid Diethylester: A Simple And Convenient Coupling Reagent

Autor:	G. Eberle, E. Jähde, Manfred F. Rajewsky, Karl-Heinz Glüsenkamp, W. Drosdziok
Rok vydání:	1991
Předmět:	chemistry.chemical_classification Aqueous solution Kinetics Polymer Squaric acid General Biochemistry Genetics and Molecular Biology Reaction rate Hydrolysis chemistry.chemical_compound chemistry Covalent bond Polymer chemistry Organic chemistry Amine gas treating
Zdroj:	Zeitschrift für Naturforschung C. 46:498-501
ISSN:	1865-7125 0939-5075
DOI:	10.1515/znc-1991-5-622
Popis:	A new method for the covalent modification of polymers in a two-step process is described. Squaric acid diethylester reacts with primary or secondary aliphatic amines selectively to ester amides. It is shown for the first time that this class of compounds react with polymeric systems containing amine functionalities (e.g. ε-amino groups of proteins) in aqueous solution, forming stable squaric acid diamide linkages. Three different monoamides were synthesized and the reaction rates of diamide formation versus hydrolysis were determined. Detailed kinetic studies revealed that unwanted hydrolytic side-reactions are more than ten times slower than the formation of squaric acid diamides
Databáze:	OpenAIRE
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