Autor segons l'article: Martinez-Rodriguez, Luis; Bandeira, Nuno A. G.; Bo, Carles; Kleij, Arjan W.;
Departament: Química Física i Inorgànica
Autor/s de la URV: Bo Jané, Carles
Paraules clau: 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
Resum: 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.
Àrees temàtiques: 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
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
Adreça de correu electrònic de l'autor: carles.bo@urv.cat
Identificador de l'autor: 0000-0001-9581-2922
Data d'alta del registre: 2023-11-11
Versió de l'article dipositat: info:eu-repo/semantics/acceptedVersion
Enllaç font original: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201500333
Referència a l'article segons font original: Chemistry-A European Journal. 21 (19): 7144-7150
Referència 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
URL Document de llicència: http://repositori.urv.cat/ca/proteccio-de-dades/
DOI de l'article: 10.1002/chem.201500333
Entitat: Universitat Rovira i Virgili
Any de publicació de la revista: 2015
Tipus de publicació: Journal Publications
Repositori URV