RT info:eu-repo/semantics/article
T1 Study of Aryl Triazoles for Absolute Configuration Determination
A1 Trujillo Vázquez, Jesús María
A1 Tejera, Sara
A1 Dorta, Rosa L.
K1 Triazoles
AB A variety of chiral mono- and di-1,4-disubstituted 1,2,3-triazoles were synthesized by CuAAC 'click chemistry' as model compounds and their spectroscopic properties characterized. The UV and CD study of these compounds showed that 4-substituted aryl triazoles give rise to moderate exciton CD curves, under either homo- or hetero-coupling. The direction of the electric transition moment of the non-symmetric chromophores was determined by conformational analysis and supported by NMR data. The signs of the Cotton effects of the CD spectra were in complete agreement with the determined directions of the electric transition moments of the chromophores. Therefore, 4-substituted aryl triazoles can be used for the determination of the absolute configuration of organic compounds. In addition, the 4–(4-bromo-phenyl)-1,2,3-triazole allows red-shifted chromophores to be obtained via Suzuki reactions, thus avoiding overlap with the substrate absorptions
YR 2016
FD 2016
LK https://riull.ull.es/xmlui/handle/915/15994
UL https://riull.ull.es/xmlui/handle/915/15994
LA en
DS Repositorio institucional de la Universidad de La Laguna
RD 18-nov-2024