Mechanistic investigation of the base-promoted cycloselenoetherification of pent-4-en-1-ol
Rvovic MD, Divac VM, Puchta R, Bugarčić ZM (2011)
Publication Type: Journal article
Publication year: 2011
Journal
Book Volume: 17
Pages Range: 1251-1257
Journal Issue: 6
DOI: 10.1007/s00894-010-0824-3
Abstract
The mechanism of phenylselenoetherification of pent-4-en-1-ol using some bases (pyridine, triethylamine, quinoline, 2,2′-bipyridine) as catalyst was examined through studies of kinetics of the cyclization, by UV-VIS spectrophotometry. It was demonstrated that the intramolecular cyclization is facilitated in the presence of bases caused by the hydrogen bond between base and alkenol's OH-group. The obtained values for rate constants have shown that the reaction with triethylamine is the fastest one. Quantum chemical calculations (MP2(fc)/6-311+G**//B3LYP/6-311+G**) show, that the transition state of the cyclisation is S
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APA:
Rvovic, M.D., Divac, V.M., Puchta, R., & Bugarčić, Z.M. (2011). Mechanistic investigation of the base-promoted cycloselenoetherification of pent-4-en-1-ol. Journal of Molecular Modeling, 17(6), 1251-1257. https://doi.org/10.1007/s00894-010-0824-3
MLA:
Rvovic, Marina D., et al. "Mechanistic investigation of the base-promoted cycloselenoetherification of pent-4-en-1-ol." Journal of Molecular Modeling 17.6 (2011): 1251-1257.
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