Fragmentation of 1,4,2-oxaselenazoles as a route to isoselenocyanates–A high-level CBS-QB3 study

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dc.contributor.authorYertisbayeva, Aigerim
dc.contributor.authorSalkenova, Zarina
dc.contributor.authorSembayeva, Aliya
dc.contributor.authorO'Reilly, Robert J.
dc.creatorAigerim, Yertisbayeva
dc.date.accessioned2017-12-15T03:05:36Z
dc.date.available2017-12-15T03:05:36Z
dc.date.issued2017-08-01
dc.description.abstractAbstract In this study, the thermodynamics and barrier heights associated with the fragmentation reactions of a set of fifteen 1,4,2-oxaselenazoles into isoselenocyanates (molecules with promising anticancer activity) and carbonyl derivatives, have been studied using the high-level CBS-QB3 quantum chemical protocol. Of the systems studied, attachment of a CF3-substituent at the C5-position affords the system with the largest gas-phase free energy barrier (190.1kJ mol–1), whilst substitution at the C5-position with two –NMe2 substituents affords a heterocycle with the lowest free energy barrier (67.8kJ mol–1). The presence of solvent (acetonitrile) was shown to reduce the free energy barriers in all cases, with the two systems mentioned above having condensed-phase free energy barriers of 180.8 and 42.0kJ mol–1, respectively.en_US
dc.identifierDOI:10.1016/j.cdc.2017.04.003
dc.identifier.citationAigerim Yertisbayeva, Zarina Salkenova, Aliya Sembayeva, Robert J. O'Reilly, Fragmentation of 1,4,2-oxaselenazoles as a route to isoselenocyanates–A high-level CBS-QB3 study, In Chemical Data Collections, Volumes 9–10, 2017, Pages 98-103en_US
dc.identifier.issn24058300
dc.identifier.urihttps://www.sciencedirect.com/science/article/pii/S2405830017300538
dc.identifier.urihttp://nur.nu.edu.kz/handle/123456789/2907
dc.language.isoenen_US
dc.publisherChemical Data Collectionsen_US
dc.relation.ispartofChemical Data Collections
dc.rights.license© 2017 Published by Elsevier B.V.
dc.subject1,4,2-oxaselenazoleen_US
dc.subjectIsoselenocyanateen_US
dc.subjectFragmentationen_US
dc.subjectCBS-QB3en_US
dc.subjectBell-Evans-Polanyien_US
dc.titleFragmentation of 1,4,2-oxaselenazoles as a route to isoselenocyanates–A high-level CBS-QB3 studyen_US
dc.typeArticleen_US
elsevier.aggregationtypeJournal
elsevier.coverdate2017-08-01
elsevier.coverdisplaydateAugust 2017
elsevier.endingpage103
elsevier.identifier.doi10.1016/j.cdc.2017.04.003
elsevier.identifier.eid1-s2.0-S2405830017300538
elsevier.identifier.piiS2405-8300(17)30053-8
elsevier.identifier.scopusid85018352269
elsevier.openaccess0
elsevier.openaccessarticlefalse
elsevier.openarchivearticlefalse
elsevier.startingpage98
elsevier.teaserIn this study, the thermodynamics and barrier heights associated with the fragmentation reactions of a set of fifteen 1,4,2-oxaselenazoles into isoselenocyanates (molecules with promising anticancer...
elsevier.volume9–10
workflow.import.sourcescience

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