Infrared spectroscopic study of hydrogen-bonded complexes of triphenylcarbinol and triphenylsilanol with ethers |
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| Affiliation: | 1. East China University of Science and Technology, Shanghai 200237, China;2. Guangxi Key Laboratory of Petrochemical Resource Processing and Process Intensification Technology and School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, China;1. Institute of Molecular Genetics and Genetic Engineering, University of Belgrade, Vojvode Stepe 444a, 11000 Belgrade, Serbia;2. University of Belgrade, Faculty of Chemistry, Studentski trg 16, P.O. Box 51, 11158 Belgrade, Serbia;3. Faculty of Agriculture, University of Belgrade, Nemanjina 6, 11080, Belgrade, Zemun, Serbia;4. South Ural State University, Chelyabinsk, Lenin prospect 76, 454080, Russia;5. AMBER Centre, Trinity College Dublin, College Green, Dublin 2, Ireland;6. BEACON SFI Bioeconomy Research Centre, O''Brien Science Centre, University College Dublin, Ireland;7. Aalto University, Department of Bioproducts and Biosystems, P.O. Box 11000, FI-00076 Aalto, Finland |
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| Abstract: | Hydrogen bonding between triphenylcarbinol and triphenylsilanol with eight ethers of different types was investigated. Shifts of OH frequencies of the formed complexes were recorded in dilute CCl4 solutions of the components. The observed shifts were correlated with the nucleophilicity parameters of the ethers, with their polarity and polarizability factors, their pKa values and association constants of the ether-‘ol’ complexes. The silanol-ether interaction is perceptibly stronger than the ether-carbinol one. The acid-base mechanism in the interactions dominates, but polar and steric factors play a significant role in some cases. |
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