Acylhydrazone-based dynamic combinatorial libraries: study of the thermodynamic/kinetic evolution, configurational and coordination dynamics

The kinetic and thermodynamic selectivity of acylhydrazone formation in dynamic combinatorial libraries (DCL) is described. Competition reactions were generated from hydrazides: isoniazid, 4-nitro-benzohydrazide, 4-dimethylamino-benzohydrazide, and nicotinic hydrazide; as well as the aldehyde deriva...

Full description

Autores:
Gordillo Varela, Mónica Andrea
Zuluaga, Fabio
Chaur Valencia, Manuel Noé
Tipo de recurso:
Article of journal
Fecha de publicación:
2016
Institución:
Universidad Nacional de Colombia
Repositorio:
Universidad Nacional de Colombia
Idioma:
spa
OAI Identifier:
oai:repositorio.unal.edu.co:unal/66282
Acceso en línea:
https://repositorio.unal.edu.co/handle/unal/66282
http://bdigital.unal.edu.co/67306/
Palabra clave:
54 Química y ciencias afines / Chemistry
dynamic combinatorial chemistry
acylhydrazones
coordination and configurational dynamics
librerías combinatorias dinámicas
acil-hidrazonas
dinámicas de coordinación y configuración
Rights
openAccess
License
Atribución-NoComercial 4.0 Internacional
Description
Summary:The kinetic and thermodynamic selectivity of acylhydrazone formation in dynamic combinatorial libraries (DCL) is described. Competition reactions were generated from hydrazides: isoniazid, 4-nitro-benzohydrazide, 4-dimethylamino-benzohydrazide, and nicotinic hydrazide; as well as the aldehyde derivatives: benzaldehyde and 2-pyridine-carboxaldehyde. The obtained species and the distribution of the DCLs were monitored by 1H-NMR spectroscopy finding that those acylhydrazones containing the 4-dimethylamino-benzohydrazide are both the kinetic and thermodynamic product of their respective libraries. Configurational and coordination dynamics for some of these libraries were also investigated. The obtained results allowed the study of the redistribution of components and the amplification of one or more products using light and metal ions as physical and chemical templates, respectively.