Autor según el artículo: Martinez-Rodriguez, Luis; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.;
Departamento: Química Física i Inorgànica
Autor/es de la URV: Bo Jané, Carles
Palabras clave: Supramolecular chirality Salens Multiwavelength spectroscopic data Induction Identity Host-guest systems Equilibrium-constants Encapsulation Enantiomeric excess Complexes Circular-dichroism Chirogenesis Chirality transfer Calixarenes Amino-alcohols host-guest systems encapsulation chirality transfer calixarenes
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 ¿ 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 Organic chemistry Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias iii Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Biotecnología Biodiversidade Astronomia / física
Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/
Direcció de correo del autor: carles.bo@urv.cat
Identificador del autor: 0000-0001-9581-2922
Fecha de alta del registro: 2024-09-07
Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion
Enlace a la fuente original: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201500333
URL Documento de licencia: https://repositori.urv.cat/ca/proteccio-de-dades/
Referencia al articulo segun fuente origial: Chemistry-A European Journal. 21 (19): 7144-7150
Referencia de l'ítem segons les normes APA: Martinez-Rodriguez, Luis; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.; (2015). Highly efficient chirality transfer from diamines encapsulated within a self-assembled calixarene-salen host. Chemistry-A European Journal, 21(19), 7144-7150. DOI: 10.1002/chem.201500333
DOI del artículo: 10.1002/chem.201500333
Entidad: Universitat Rovira i Virgili
Año de publicación de la revista: 2015
Tipo de publicación: Journal Publications