The amidine formed by tacrine and saccharin revisited: An ab initio Investigation of Structural, Electronic and Spectroscopic Properties

Yıl 2019, Cilt: 3 Sayı: 1, 25 - 37, 15.06.2019

Nursel Acar

https://doi.org/10.33435/tcandtc.486573

Cited By: 1

Öz

Computational study of tacrine and saccharin and their amidine complex (TacSac)
was peformed by ab initio calculations including electron correlation.
Structure, UV-Vis spectra and charge distribution of the amidine (TacSac) were
investigated using ground state geometries optimized at MP2/6-311++G(d,p)
level. The effects of solvent was investigated using polarizable continuum
model (PCM) in conjunction with the solvation model based on density (SMD)
approach. TacSac geometry remained same in gas phase and in H₂O both
with PCM and SMD models in contrast to former DFT results. The amidine is calculated
to be stable indicating that former DFT calculations underestimated the
stability of the investigated amidine. UV-Vis spectra and electronic
transitions were calculated at CIS/6-311++G(d,p), B3LYP/6-311++G(d,p) and
CAM-B3LYP/6-311++G(d,p) levels of theory and B3LYP gave the best results.
TacSac has a peak at a higher wavelength enabling S₀→S₁
transition with a lower energy. S₀→S₁ transition
corresponds to full charge transfer between HOMO and LUMO orbitals of TacSac in
H₂O. The ab initio results indicate that the TacSac system can be
synthesized with an easy condensation reaction, and that the amidine product is
a potential candidate for photochemical charge-transfer systems.

Anahtar Kelimeler

Amidine, Møller-Plesset, Density Functional Theory, Tacrine, Saccharin

Kaynakça

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