Enantiopure Double ortho-Oligophenylethynylene-Based Helical Structures with Circularly Polarized Luminescence Activity
Metadatos
Mostrar el registro completo del ítemAutor
Reiné Díaz, Pablo; Ortuño Guzmán, Ana María; Resa Acosta, Sandra; Álvarez Cienfuegos Rodríguez, Luis; Mota Ávila, Antonio José; Miguel Álvarez, Delia; Cuerva Carvajal, Juan ManuelEditorial
Wiley-VCH Verlag GmbH
Materia
Chiroptical properties Circularly polarized luminescence Foldamers Helical structures Supramolecular metallofoldamers
Fecha
2021-08-25Referencia bibliográfica
Reiné, P... [et al.] (2021), Enantiopure Double ortho-Oligophenylethynylene-Based Helical Structures with Circularly Polarized Luminescence Activity. ChemPhotoChem. [https://doi.org/10.1002/cptc.202100160]
Patrocinador
Spanish Government CTQ2017-85454-C2-1-P CTQ2017-85454-C2-2-P; Instituto de Salud Carlos III Spanish Government European Commission PID2020-113059GB-C21 PID2020-113059GB-C22; Junta de Andalucia European Commission P20.00162; University of Brescia / CBUA; Fondazione Cariplo; Ministry of Education, Universities and Research (MIUR) 2017A4XRCA; Regione LombardiaResumen
In this paper, we describe the optical and chiroptical properties
of an enantiopure multipodal ortho-oligophenylethynylene
(S,S,S,S)-1 presenting four chiral sulfoxide groups at the
extremes. The presence of these groups together with alkynes
allows the coordination with carbophilic Ag(I), and/or oxophilic
Zn(II) cations, yielding double helical structures in an enantiopure
way. In this sense, different behaviors in absorption,
fluorescence, ECD and CPL spectra have been found depending
on the stoichiometry and nature of the metal. We have
observed that Zn(II) coordination favors an intensity increase of
the electronic circular dichroism (ECD) spectra of compound
(S,S,S,S)-1 yielding an M-helicity in the ortho-oligophenylene
ethynylene (o-OPE) backbone. On the other hand, ECD spectra
of final Ag(I) complex shows two different bands with an
opposite sign to the free ligand, thus giving the P-helical
isomer. In addition, circularly polarized luminescence (CPL)
exhibit an enhanced intensity and negative sign in both
complexes. Computational studies were also carried out,
supporting the experimental results.