Quantum mechanics studies of the tautomers of diacetylformoin, an important maillard product and odorant

Autor:	Channa K. Hattotuwagama, Harry E. Nursten, Michael G. B. Drew
Rok vydání:	2006
Předmět:	Proton Hydrogen bond Chemistry Condensed Matter Physics Biochemistry Tautomer Transition state NMR spectra database Maillard reaction symbols.namesake Computational chemistry Product (mathematics) Quantum mechanics symbols Physical chemistry Physical and Theoretical Chemistry Energy structure
Zdroj:	Journal of Molecular Structure: THEOCHEM. 775:67-76
ISSN:	0166-1280
DOI:	10.1016/j.theochem.2006.08.014
Popis:	Diacetylformoin (3,4-dihydroxy-3-hexene-2,5-dione) has 16 tautomers, many with several possible conformations and all have been geometry optimised using quantum mechanics at the HF/6-31+G* level. Eleven structures have been identified with energies within 10 kcal mol −1 of the minimum energy structure. Of these eight are acyclic and three cyclic. Calculations of NMR spectra have clarified the identity of the acyclic and cyclic structures found experimentally. The mechanism for cyclisation has been investigated and transition states obtained. The lowest energy reaction path requires the loss and gain of a proton during cyclisation.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::d49ba9da9bda70e7112eff0647ecdaff https://doi.org/10.1016/j.theochem.2006.08.014 Zobrazit plný text záznamu Full Text from ScienceDirect