{"id":{"repo_id":"lethbridge","oai_identifier":"oai:opus.uleth.ca:10133/295"},"canonical_url":"https://search.dev.ndltd.org/etd/lethbridge/oai:opus.uleth.ca:10133/295","repository":{"repo_id":"lethbridge","name":"University of Lethbridge","base_url":"https://opus.uleth.ca/server/oai/request"},"display":{"title":"Synthesis of 1-chloro-1,2,4,6-selenatriazines and some products of reduction","abstract":"A general route to 1-chloro-1,2,4,6-selenatriazines with substuents on 3,5 positions has been developed by the reactions of N-imidoylamidines with selenium tetrachloride. The mechanism for these reactions is discussed according to the observed intermediates. At least two intermediates exist. One of the intermediates, 1,1-dichloro-3-trichloromethyl-4H-5-diisopropylphenyl-1,2,4,6-selenatriazine, was identified by 1HNMR, Mass spectroscopy and X-ray crystallography. 1-Chloro-1,2,4,6-selenatriazines were synthesized in high yield and fully characterized. Five 1-chloro-1,2,4,6-selenatriazine crystal structures were obtained. Reduction of 1-chloro-1,2,4,6-selenatriazines with triphenylamtimony immediately produced the corresponding selenatriazinyl radicals in hot acetonitrile. Pure radicals were obtained by in-situ crystallization as their dimers from reaction. Two crystal structures were obtained for 3-trifluoromethyl-5-p-tolyl-1,2,4,6-selenatriazinyl dimer and 3-trifluoromethyl-5-p-methyloxyphenyl-1,2,4,6-selenatriazinyl dimer. EPR spectroscopy measured all radicals coupling to three unique nitrogen atoms with 7 broad lines. There is no resolvable hyperfine coupling to 77Se, 37Cl/19F and phenyl protons.","abstract_html":"A general route to 1-chloro-1,2,4,6-selenatriazines with substuents on 3,5 positions has been developed by the reactions of N-imidoylamidines with selenium tetrachloride. The mechanism for these reactions is discussed according to the observed intermediates. At least two intermediates exist. One of the intermediates, 1,1-dichloro-3-trichloromethyl-4H-5-diisopropylphenyl-1,2,4,6-selenatriazine, was identified by 1HNMR, Mass spectroscopy and X-ray crystallography. 1-Chloro-1,2,4,6-selenatriazines were synthesized in high yield and fully characterized. Five 1-chloro-1,2,4,6-selenatriazine crystal structures were obtained. Reduction of 1-chloro-1,2,4,6-selenatriazines with triphenylamtimony immediately produced the corresponding selenatriazinyl radicals in hot acetonitrile. Pure radicals were obtained by in-situ crystallization as their dimers from reaction. Two crystal structures were obtained for 3-trifluoromethyl-5-p-tolyl-1,2,4,6-selenatriazinyl dimer and 3-trifluoromethyl-5-p-methyloxyphenyl-1,2,4,6-selenatriazinyl dimer. EPR spectroscopy measured all radicals coupling to three unique nitrogen atoms with 7 broad lines. There is no resolvable hyperfine coupling to 77Se, 37Cl/19F and phenyl protons.","abstract_has_math":false,"creators":["Zhou, Jiamin","University of Lethbridge. Faculty of Arts and Science"],"institution":"Lethbridge, Alta. : University of Lethbridge, Faculty of Arts and Science, 2005","degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":["Boeré, René T."],"committee_chairs":[],"committee_members":[],"year":2005,"date_issued":"2005","date_published":"2005","updated_at":"2026-08-21T16:45:58Z","subjects":["Dissertations, Academic","Selenium compounds","Heterocyclic compounds"],"languages":["en_US"],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["hdl:10133/295"],"render_values":[{"text":"hdl:10133/295","href":null,"code":true}]}]},"links":{"outbound_url":"https://hdl.handle.net/10133/295","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"source_record":{"url":"https://opus.uleth.ca/server/oai/request?verb=GetRecord&metadataPrefix=dim&identifier=oai%3Aopus.uleth.ca%3A10133%2F295","prefix":"dim"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.supervisor","label":"Supervisor","values":["Boeré, René T."]},{"key":"dc:creator","label":"Author","values":["Zhou, Jiamin","University of Lethbridge. 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The mechanism for these reactions is discussed according to the observed intermediates. At least two intermediates exist. One of the intermediates, 1,1-dichloro-3-trichloromethyl-4H-5-diisopropylphenyl-1,2,4,6-selenatriazine, was identified by 1HNMR, Mass spectroscopy and X-ray crystallography. 1-Chloro-1,2,4,6-selenatriazines were synthesized in high yield and fully characterized. Five 1-chloro-1,2,4,6-selenatriazine crystal structures were obtained. Reduction of 1-chloro-1,2,4,6-selenatriazines with triphenylamtimony immediately produced the corresponding selenatriazinyl radicals in hot acetonitrile. Pure radicals were obtained by in-situ crystallization as their dimers from reaction. Two crystal structures were obtained for 3-trifluoromethyl-5-p-tolyl-1,2,4,6-selenatriazinyl dimer and 3-trifluoromethyl-5-p-methyloxyphenyl-1,2,4,6-selenatriazinyl dimer. EPR spectroscopy measured all radicals coupling to three unique nitrogen atoms with 7 broad lines. There is no resolvable hyperfine coupling to 77Se, 37Cl/19F and phenyl protons."]},{"key":"dc:description.other","label":"Dc Description Other","values":["A general route to 1-chloro-1,2,4,6-selenatriazines with substuents on 3,5 positions has been developed by the reactions of N-imidoylamidines with selenium tetrachloride. The mechanism for these reactions is discussed according to the observed intermediates. At least two intermediates exist. One of the intermediates, 1,1-dichloro-3-trichloromethyl-4H-5-diisopropylphenyl-1,2,4,6-selenatriazine, was identified by 1HNMR, Mass spectroscopy and X-ray crystallography. 1-Chloro-1,2,4,6-selenatriazines were synthesized in high yield and fully characterized. Five 1-chloro-1,2,4,6-selenatriazine crystal structures were obtained. Reduction of 1-chloro-1,2,4,6-selenatriazines with triphenylamtimony immediately produced the corresponding selenatriazinyl radicals in hot acetonitrile. Pure radicals were obtained by in-situ crystallization as their dimers from reaction. Two crystal structures were obtained for 3-trifluoromethyl-5-p-tolyl-1,2,4,6-selenatriazinyl dimer and 3-trifluoromethyl-5-p-methyloxyphenyl-1,2,4,6-selenatriazinyl dimer. EPR spectroscopy measured all radicals coupling to three unique nitrogen atoms with 7 broad lines. There is no resolvable hyperfine coupling to 77Se, 37Cl/19F and phenyl protons."]},{"key":"dc:title","label":"Title","values":["Synthesis of 1-chloro-1,2,4,6-selenatriazines and some products of reduction"]}]}],"canonical_facts":{"dc:contributor.supervisor":["Boeré, René T."],"dc:creator":["Zhou, Jiamin","University of Lethbridge. Faculty of Arts and Science"],"dc:date.accessioned":["2007-05-23T20:46:20Z"],"dc:date.available":["2007-05-23T20:46:20Z"],"dc:date.issued":["2005"],"dc:description":["xv, 172 leaves : ill. ; 29 cm."],"dc:description.abstract":["A general route to 1-chloro-1,2,4,6-selenatriazines with substuents on 3,5 positions has been developed by the reactions of N-imidoylamidines with selenium tetrachloride. The mechanism for these reactions is discussed according to the observed intermediates. At least two intermediates exist. One of the intermediates, 1,1-dichloro-3-trichloromethyl-4H-5-diisopropylphenyl-1,2,4,6-selenatriazine, was identified by 1HNMR, Mass spectroscopy and X-ray crystallography. 1-Chloro-1,2,4,6-selenatriazines were synthesized in high yield and fully characterized. Five 1-chloro-1,2,4,6-selenatriazine crystal structures were obtained. Reduction of 1-chloro-1,2,4,6-selenatriazines with triphenylamtimony immediately produced the corresponding selenatriazinyl radicals in hot acetonitrile. Pure radicals were obtained by in-situ crystallization as their dimers from reaction. Two crystal structures were obtained for 3-trifluoromethyl-5-p-tolyl-1,2,4,6-selenatriazinyl dimer and 3-trifluoromethyl-5-p-methyloxyphenyl-1,2,4,6-selenatriazinyl dimer. EPR spectroscopy measured all radicals coupling to three unique nitrogen atoms with 7 broad lines. There is no resolvable hyperfine coupling to 77Se, 37Cl/19F and phenyl protons."],"dc:description.other":["A general route to 1-chloro-1,2,4,6-selenatriazines with substuents on 3,5 positions has been developed by the reactions of N-imidoylamidines with selenium tetrachloride. The mechanism for these reactions is discussed according to the observed intermediates. At least two intermediates exist. One of the intermediates, 1,1-dichloro-3-trichloromethyl-4H-5-diisopropylphenyl-1,2,4,6-selenatriazine, was identified by 1HNMR, Mass spectroscopy and X-ray crystallography. 1-Chloro-1,2,4,6-selenatriazines were synthesized in high yield and fully characterized. Five 1-chloro-1,2,4,6-selenatriazine crystal structures were obtained. Reduction of 1-chloro-1,2,4,6-selenatriazines with triphenylamtimony immediately produced the corresponding selenatriazinyl radicals in hot acetonitrile. Pure radicals were obtained by in-situ crystallization as their dimers from reaction. Two crystal structures were obtained for 3-trifluoromethyl-5-p-tolyl-1,2,4,6-selenatriazinyl dimer and 3-trifluoromethyl-5-p-methyloxyphenyl-1,2,4,6-selenatriazinyl dimer. EPR spectroscopy measured all radicals coupling to three unique nitrogen atoms with 7 broad lines. There is no resolvable hyperfine coupling to 77Se, 37Cl/19F and phenyl protons."],"dc:identifier":["hdl:10133/295"],"dc:identifier.uri":["https://hdl.handle.net/10133/295"],"dc:language.iso":["en_US"],"dc:publisher":["Lethbridge, Alta. : University of Lethbridge, Faculty of Arts and Science, 2005"],"dc:publisher.department":["Department of Chemistry and Biochemistry"],"dc:subject":["Dissertations, Academic","Selenium compounds","Heterocyclic compounds"],"dc:title":["Synthesis of 1-chloro-1,2,4,6-selenatriazines and some products of reduction"],"dc:type":["Thesis"]},"updated_at":"2026-08-21T16:45:58Z"}