Synthesis and reactivity of bis(ethane-1,2-diamine)(pyrrole-2-carboxylato)cobalt(III) ion

Autor:	Alan M. Sargeson, Richard M. Hartshorn, Anders Hammershøi
Rok vydání:	1991
Předmět:	chemistry.chemical_classification Imino acid Ethylenediamine General Chemistry Medicinal chemistry chemistry.chemical_compound Thionyl chloride chemistry Diamine Electrophile Organic chemistry Reactivity (chemistry) Carboxylate Pyrrole
Zdroj:	University of Copenhagen
ISSN:	1364-5447 0300-9246
DOI:	10.1039/dt9910000621
Popis:	Chelated 4-hydroxypyrrolidine-2-carboxylic acid bound to the cobalt(III) ion reacts with thionyl chloride in dimethylformamide to give the chelated 4-hydroxy- and 4-chloro-2-pyrroline-2-carboxylato complexes via an established route for oxidising chelated amino acids to imino acids. Thionyl chloride also partly chlorinates the hydroxyamino acid to give the chloro derivative. Both the substituted pyrrolinecarboxylato complexes undergo rapid base catalysed eliminations to give the chelate [Co(en)2(L4)]Cl·2H2O (H2L4= pyrrole-2-carboxylic acid, en = ethane-1,2-diamine). The product is identical with that prepared from the pyrrole-2-carboxylate ion and [Co(en)2(OH)(OH2)]2+. The reactivity of the pyrrole carboxylate chelate towards electrophiles is very different from that of the free ligand.
Databáze:	OpenAIRE
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