Please use this identifier to cite or link to this item: http://hdl.handle.net/1893/31368
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dc.contributor.authorPihlaja, Kalevien_UK
dc.contributor.authorKivelä, Henrien_UK
dc.contributor.authorVainiotalo, Pirjoen_UK
dc.contributor.authorSteele, William Ven_UK
dc.date.accessioned2020-07-01T00:05:00Z-
dc.date.available2020-07-01T00:05:00Z-
dc.date.issued2020-06en_UK
dc.identifier.other2762en_UK
dc.identifier.urihttp://hdl.handle.net/1893/31368-
dc.description.abstractEnthalpies of combustion of 2,2-trans-4,6- (1) and 4,4,6,6-tetramethyl- (2) and 2,4,4,6,6- (3) and 2,2,4,4,6-pentamethyl-1,3-dioxanes (4) were determined to estimate their enthalpies of formation in the gas phase. By comparing the latter with the corresponding enthalpies estimated based on the various bond–bond interactions allowed to determine the chair–2,5-twist energy difference (ΔHCT = 29.8 kJ mol–1) for 1 since C-13 shift correlations indicate that it escapes to the 2,5-twist form where the 2-methyl groups are isoclinal and 4- and 6-methyl groups pseudoequatorial to avoid syn-axial interactions. Compounds 2 and 3 in turn give the values 21.0 and 21.6 kJ mol–1 for the 4,6-diaxial Me,Me-interaction. Finally compound 4, which retains the chair conformation to avoid pseudoaxial interactions in the twist forms gives the value 19.5 kJ mol–1 for the 2,4-diaxial Me,Me-interaction indicating that its chair form appears to be somewhat deformed.en_UK
dc.language.isoenen_UK
dc.publisherMDPIen_UK
dc.relationPihlaja K, Kivelä H, Vainiotalo P & Steele WV (2020) Enthalpies of Combustion and Formation of Severely Crowded Methyl-Substituted 1,3-dioxanes. The Magnitudes of 2,4- and 4,6-diaxial Me,Me-Interactions and the Chair-2,5-twist Energy Difference. Molecules, 25 (12), Art. No.: 2762. https://doi.org/10.3390/molecules25122762en_UK
dc.rightsThis is an open access article distributed under the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.en_UK
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/en_UK
dc.subjectcrowded 1,3-dioxanesen_UK
dc.subjectenthalpies of combustionen_UK
dc.subjectenthalpies of formationen_UK
dc.subjectchair-2,5-twist energy differenceen_UK
dc.subjectsyn-axial Me,Me-interactionsen_UK
dc.titleEnthalpies of Combustion and Formation of Severely Crowded Methyl-Substituted 1,3-dioxanes. The Magnitudes of 2,4- and 4,6-diaxial Me,Me-Interactions and the Chair-2,5-twist Energy Differenceen_UK
dc.typeJournal Articleen_UK
dc.identifier.doi10.3390/molecules25122762en_UK
dc.identifier.pmid32549315en_UK
dc.citation.jtitleMoleculesen_UK
dc.citation.issn1420-3049en_UK
dc.citation.volume25en_UK
dc.citation.issue12en_UK
dc.citation.publicationstatusPublisheden_UK
dc.citation.peerreviewedRefereeden_UK
dc.type.statusVoR - Version of Recorden_UK
dc.citation.date15/06/2020en_UK
dc.contributor.affiliationUniversity of Turkuen_UK
dc.contributor.affiliationUniversity of Turkuen_UK
dc.contributor.affiliationUniversity of Joensuuen_UK
dc.identifier.scopusid2-s2.0-85086685351en_UK
dc.identifier.wtid1639179en_UK
dc.date.accepted2020-06-11en_UK
dc.date.filedepositdate2020-06-30en_UK
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