A DFT/TD-DFT study of thiazolidinedione derivative in dimethylformamide: Cooperative roles of hydrogen bondings, electronic and vibrational spectra

• A DFT/TD-DFT investigation on cooperation effect of hydrogen bonding dynamics.
• The thiazolidinedione derivative A and its hydrogen-bonded complexes in DMF.
• The strengthening trend of the hydrogen bonding OH⋯OC.
• The weakening trend of the hydrogen bonding NH⋯OC.
• The cooperation effect caused a blue shift of 6 nm in the electronic spectrum.

The time-dependent density functional theory (TDDFT) method has been applied to investigate the thiazolidinedione (TZD) derivative A and its hydrogen-bonded complexes with dimethylformamide (DMF) (A-DMF and A-2DMF). The calculation results showed that the excited-state hydrogen bondings of OH⋯OC and NH⋯OC are strengthened and weakened in the hydrogen-bonded trimer A-2DMF, and their cooperation effect caused a blue shift in the electronic spectrum of A-2DMF. This modulation mechanism of the hydrogen-bond strengthening and weakening and its role in influencing the spectroscopy property of the TZD derivative A in DMF have been analyzed and showed in details.

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