Autor según el artículo: Carles Bo Luis Martínez-Rodríguez Nuno A. G. Bandeira Arjan W. Kleij

Departamento: Química Física i Inorgànica

Autor/es de la URV: BO JANÉ, CARLES Luis Martínez-Rodríguez Nuno A. G. Bandeira Arjan W. Kleij

Palabras clave: Calixarenes chirality transfer encapsulation

Resumen: A calix[4]arene host equipped with two bis-[Zn(salphen)] complexes self-assembles into a capsular complex in the presence of a chiral diamine guest with an unexpected 2:1 ratio between the host and the guest. Effective chirality transfer from the diamine to the calix-salen hybrid host is observed by circular dichroism (CD) spectroscopy, and a high stability constant K2,1 of 1.59×1011 M-2 for the assembled host-guest ensemble has been determined with a substantial cooperativity factor α of 6.4. Density functional calculations are used to investigate the origin of the stability of the host-guest system and the experimental CD spectrum compared with those calculated for both possible diastereoisomers showing that the M,M isomer is the one that is preferentially formed. The current system holds promise for the chirality determination of diamines, as evidenced by the investigated substrate scope and the linear relationship between the ee of the diamine and the amplitude of the observed Cotton effects. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Áreas temáticas: Química Química Chemistry

ISSN: 0947-6539

Identificador del autor: 0000-0001-9581-2922 n/a 0000-0002-5754-7328 0000-0002-7402-4764

Fecha de alta del registro: 2015-08-04

Página final: 7150

Volumen de revista: 21

Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion

Enlace a la fuente original: http://onlinelibrary.wiley.com/doi/10.1002/chem.201500333/full

DOI del artículo: 10.1002/chem.201500333

Entidad: Universitat Rovira i Virgili

Año de publicación de la revista: 2015

Página inicial: 7144

Tipo de publicación: Article Artículo Article