{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"omics_type":["Unknown"],"volume":["7(1)"],"submitter":["Cheng S"],"pubmed_abstract":["To study the influence of the position of the double bond and ring size on the stability of hydrogen bonded complexes, the 1:1 complexes formed between 2,2,2-trifluoroethanol (TFE) and three heterocyclic compounds including 2,3-dihydrofuran (2,3-DHF), 2,5-dihydrofuran (2,5-DHF) and 3,4-dihydropyran (3,4-DHP) were investigated systematically. The formation of hydrogen bonded TFE-2,3-DHF, TFE-2,5-DHF and TFE-3,4-DHP complexes were identified by gas phase FTIR spectroscopy at room temperature, and the OH-stretching fundamental transition of TFE was red shifted upon complexation. The competition between the O atom and π-electrons bonding sites within the complexes was studied, and the O-H···π type hydrogen bond was found to be less stable than the O-H···O in all three cases. The observed red shifts of the OH-stretching fundamental transitions in the complexes were attributed to the formation of O-H···O hydrogen bond. Equilibrium constants of the complexation reactions were determined from measured and calculated OH-stretching fundamental intensities. Both theoretical calculations and experimental results reveal that the hydrogen bond strengths in the complexes follow the sequence: TFE-2,5-DHF > TFE-2,3-DHF ≈ TFE-3,4-DHP, thus the position of the double bond exerts significantly larger influence than ring size on the stability of the selected hydrogen bonded complexes."],"journal":["Scientific reports"],"pagination":["11310"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC5596019"],"repository":["biostudies-literature"],"pubmed_title":["The Influence of the Position of the Double Bond and Ring Size on the Stability of Hydrogen Bonded Complexes."],"pmcid":["PMC5596019"],"pubmed_authors":["Cheng S","Tsona NT","Tang S","Du L"],"additional_accession":[]},"is_claimable":false,"name":"The Influence of the Position of the Double Bond and Ring Size on the Stability of Hydrogen Bonded Complexes.","description":"To study the influence of the position of the double bond and ring size on the stability of hydrogen bonded complexes, the 1:1 complexes formed between 2,2,2-trifluoroethanol (TFE) and three heterocyclic compounds including 2,3-dihydrofuran (2,3-DHF), 2,5-dihydrofuran (2,5-DHF) and 3,4-dihydropyran (3,4-DHP) were investigated systematically. The formation of hydrogen bonded TFE-2,3-DHF, TFE-2,5-DHF and TFE-3,4-DHP complexes were identified by gas phase FTIR spectroscopy at room temperature, and the OH-stretching fundamental transition of TFE was red shifted upon complexation. The competition between the O atom and π-electrons bonding sites within the complexes was studied, and the O-H···π type hydrogen bond was found to be less stable than the O-H···O in all three cases. The observed red shifts of the OH-stretching fundamental transitions in the complexes were attributed to the formation of O-H···O hydrogen bond. Equilibrium constants of the complexation reactions were determined from measured and calculated OH-stretching fundamental intensities. Both theoretical calculations and experimental results reveal that the hydrogen bond strengths in the complexes follow the sequence: TFE-2,5-DHF > TFE-2,3-DHF ≈ TFE-3,4-DHP, thus the position of the double bond exerts significantly larger influence than ring size on the stability of the selected hydrogen bonded complexes.","dates":{"release":"2017-01-01T00:00:00Z","publication":"2017 Sep","modification":"2024-10-17T15:17:33.034Z","creation":"2019-03-27T02:56:10Z"},"accession":"S-EPMC5596019","cross_references":{"pubmed":["28900230"],"doi":["10.1038/s41598-017-11921-7"]}}