Sulfoxide-Induced Homochiral Folding of ortho-Phenylene Ethynylenes (o-OPEs) by Silver(I) Templating: Structure and Chiroptical Properties

A new family of homochiral silver complexes based on carbophilic interactions with ortho-phenylene ethynylene (o-OPE) scaffolds containing up to two silver atoms are described. These compounds represent a unique class of complexes with chirality at the metal. Chiral induction is based on the inclusi...

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Detalhes bibliográficos
Autores: Resa, Sandra, Miguel, Delia, Guisán-Ceinos, Santiago, Mazzeo, Giuseppe, Choquesillo-Lazarte, Duane, Abbate, Sergio, Crovetto, Luis, Cárdenas, D. J., Carreño, M. C., Ribagorda, María, Longhi, Giovanna, Mota, Antonio J., Cienfuegos, Luis Álvarez de, Cuerva, Juan M.
Tipo de documento: artigo
Estado:Versión aceptada para publicación
Data de publicação:2018
País:España
Recursos:Consejo Superior de Investigaciones Científicas (CSIC)
Repositório:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/361539
Acesso em linha:http://hdl.handle.net/10261/361539
Access Level:Acceso aberto
Palavra-chave:Chiroptical properties
Helical structures
Host–guest systems
Nanostructures
Supramolecular chemistry
Descrição
Resumo:A new family of homochiral silver complexes based on carbophilic interactions with ortho-phenylene ethynylene (o-OPE) scaffolds containing up to two silver atoms are described. These compounds represent a unique class of complexes with chirality at the metal. Chiral induction is based on the inclusion of chiral sulfoxides, which allow efficient transfer of chirality to the helically folded o-OPE, leading to circularly polarized luminescence (CPL)- and vibrational circular dichroism (VCD)-active compounds. In the presence of silver(I) cations, carbophilic interactions dominate, which promote helical structures with a defined helicity. This is one of the very scarce examples of the use of such interactions in the attractive field of abiotic foldamers. The switching event has been extensively studied by using different chiroptical techniques, including circular dichroism, CPL, and VCD, and represents one of the few CPL switches described in the literature.