OFF/ON switching of circularly polarized luminescence by oxophilic interaction of homochiral sulfoxide-containing o-OPEs with metal cations

Pablo Reiné; Ana M. Ortuño; Sandra Resa; Luis Álvarez de Cienfuegos; Victor Blanco; M. José Ruedas-Rama; Giuseppe Mazzeo; Sergio Abbate; Andrea Lucotti; Matteo Tommasini; Santiago Guisán-Ceinos; Maria Ribagorda; Araceli G. Campaña; Antonio Mota; Giovanna Longhi; Delia Miguel; Juan M. Cuerva

doi:10.1039/C8CC08395A

OFF/ON switching of circularly polarized luminescence by oxophilic interaction of homochiral sulfoxide-containing o-OPEs with metal cations†

Pablo Reiné,^a Ana M. Ortuño,^a Sandra Resa,^a Luis Álvarez de Cienfuegos,

^a Victor Blanco,^a M. José Ruedas-Rama,

^b Giuseppe Mazzeo,

^c Sergio Abbate,

^c Andrea Lucotti,

^d Matteo Tommasini,

^d Santiago Guisán-Ceinos,^e Maria Ribagorda,

^e Araceli G. Campaña,

^a Antonio Mota,^f Giovanna Longhi,

*^c Delia Miguel

*^b and Juan M. Cuerva

*^a

Author affiliations

* Corresponding authors

^a Department of Organic Chemistry, Faculty of Science, Universidad de Granada (UGR), E-18071 Granada, Spain
E-mail: jmcuerva@ugr.es

^b Department of Physical Chemistry, Faculty of Pharmacy, UGR, Spain

^c Department of Molecular and Translational Medicine, Università di Brescia, Brescia, Italy

^d Department of Chemistry, Materials, and Chemical Engineering “G. Natta”, Politecnico di Milano, Milano, Italy

^e Department of Organic Chemistry, Faculty of Science, UAM, Spain

^f Department of Inorganic Chemistry, Faculty of Science, (UGR), Spain

Abstract

Here we describe a new class of CPL switches based on oxophilic interactions between chiral sulfoxide-containing ortho-phenylene ethynylene (o-OPE) foldamers and cationic metals. These systems represent a unique case combining high g_lum values (up to 0.7 × 10⁻²) and high quantum yields in both folded ON and unfolded OFF CPL states.

Chemical Communications

OFF/ON switching of circularly polarized luminescence by oxophilic interaction of homochiral sulfoxide-containing o-OPEs with metal cations†

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OFF/ON switching of circularly polarized luminescence by oxophilic interaction of homochiral sulfoxide-containing o-OPEs with metal cations

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