Synthesis of charged bis-heteroaryl donor-acceptor (D-A+) NLO-phores coupling (π-deficient-π-excessive) heteroaromatic rings.
Charged chromophores based on heteroaromatic cations were prepared by reaction of alkylazinium salts with N-heteroarylstannanes under Stille conditions. This approach provides easy access to potential single donor D-A(+) chromophores in which the acceptor moiety A(+) is the pyridinium cation and the donors are different π-excessive N-heterocycles. The β hyperpolarizabilities were measured in hyper-Rayleigh scattering experiments and the experimental data are supported by a theoretical analysis that combines a variety of computational procedures, including density functional theory and correlated Hartree-Fock-based methods. In some chromophores, the absence of a bridge between donor and acceptor fragments increases the NLO properties.
Departamento de Química Orgánica y Química Inorgánica, Universidad de Alcalá, 28871-Alcalá de Henares, Madrid, Spain. ana.cuadro@uah.es juanjose.vaquero@uah.es.
Marco Antonio
MA
Ramirez
Raul
R
Custodio
Ana M
AM
Cuadro
Julio
J
Alvarez-Builla
Koen
K
Clays
Inge
I
Asselberghs
Francisco
F
Mendicuti
Obis
O
Castaño
José L
JL
Andrés
Juan J
JJ
Vaquero