{"id":{"repo_id":"vilnius","oai_identifier":"oai:vu.lt:elaba:16990407"},"canonical_url":"https://search.dev.ndltd.org/etd/vilnius/oai:vu.lt:elaba:16990407","repository":{"repo_id":"vilnius","name":"Vilnius University","base_url":"https://epublications.vu.lt/oai"},"display":{"title":"Hydrogen bonded cavity and polymeric nanotubular assemblies from small bicyclic monomers /","abstract":"In this work strategies that allow control of supramolecular outcome of monomers containing bicyclic framework fused with isocytosine and/or ureidopyrimidinone motifs are discussed. The control over aggregation is attained by changing the size of the side chains and by attaching carbamide substituents at the isocytosine motif. Formation of a complex H-bonded decameric capsule assembled from bis-isocytosine monomers in CS2 is presented. The assembly is driven by solvent induced tautomerisation of the isocytosine motif, i.e. heteroleptic aggregation, and simultaneous establishment of 3H- and 2H-bonding modes. The large cavity of the capsule was utilized for C60 inclusion. Enantiomer resolution of 9-benzyl-9-azabicyclo[3.3.1]nonane-2,6-diol was performed. This precursor was utilized in the synthesis of bis-isocytosine monomers, which assemble into polymeric nanotubes. The tubular assemblies are held by orthogonal inter-tetramer H-bonding interface, established after tautoleptic aggregation into tetrameric rings. Bis-ureidopyrimidinone monomers were synthesized and their aggregation in solution investigated. Short organic nanotube composed of eight identical monomers that incorporates isocytosine and ureidopyrimidinone motifs was designed. After isocytosine-ureidopyrimidinone hetero-association via 3H-bonding new inter-tetramer H-bonding interface is created. The octameric tube undergoes extreme structural switch into cyclic tetramer upon inclusion of C60 and C70 guests.","abstract_html":"In this work strategies that allow control of supramolecular outcome of monomers containing bicyclic framework fused with isocytosine and/or ureidopyrimidinone motifs are discussed. The control over aggregation is attained by changing the size of the side chains and by attaching carbamide substituents at the isocytosine motif. Formation of a complex H-bonded decameric capsule assembled from bis-isocytosine monomers in CS2 is presented. The assembly is driven by solvent induced tautomerisation of the isocytosine motif, i.e. heteroleptic aggregation, and simultaneous establishment of 3H- and 2H-bonding modes. The large cavity of the capsule was utilized for C60 inclusion. Enantiomer resolution of 9-benzyl-9-azabicyclo[3.3.1]nonane-2,6-diol was performed. This precursor was utilized in the synthesis of bis-isocytosine monomers, which assemble into polymeric nanotubes. The tubular assemblies are held by orthogonal inter-tetramer H-bonding interface, established after tautoleptic aggregation into tetrameric rings. Bis-ureidopyrimidinone monomers were synthesized and their aggregation in solution investigated. Short organic nanotube composed of eight identical monomers that incorporates isocytosine and ureidopyrimidinone motifs was designed. After isocytosine-ureidopyrimidinone hetero-association via 3H-bonding new inter-tetramer H-bonding interface is created. The octameric tube undergoes extreme structural switch into cyclic tetramer upon inclusion of C60 and C70 guests.","abstract_has_math":false,"creators":["Anderson, Dovilė,"],"institution":"Institutional Repository of Vilnius University","degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":["Butkus, Eugenijus","Orentas, Edvinas"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2016,"date_issued":"2016","date_published":"2016","updated_at":"2026-07-24T05:55:48Z","subjects":["tubular polymers ; hydrogen bonding ; self-assembled capsule ; tautoleptic aggregation"],"languages":["eng"],"rights":["info:eu-repo/semantics/openAccess"],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://repository.vu.lt/VU:ELABAETD16990407&prefLang=en_US","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Butkus, Eugenijus","Orentas, Edvinas"]},{"key":"dc:creator","label":"Author","values":["Anderson, Dovilė,"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2016"]},{"key":"dc:publisher","label":"Institution","values":["Institutional Repository of Vilnius University"]},{"key":"dc:relation","label":"Dc Relation","values":["https://epublications.vu.lt/object/elaba:16990407/16990407.pdf"]},{"key":"dc:type","label":"Dc Type","values":["info:eu-repo/semantics/doctoralThesis"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["tubular polymers ; hydrogen bonding ; self-assembled capsule ; tautoleptic aggregation"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]},{"key":"dc:rights","label":"Dc Rights","values":["info:eu-repo/semantics/openAccess"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://repository.vu.lt/VU:ELABAETD16990407&prefLang=en_US"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["In this work strategies that allow control of supramolecular outcome of monomers containing bicyclic framework fused with isocytosine and/or ureidopyrimidinone motifs are discussed. The control over aggregation is attained by changing the size of the side chains and by attaching carbamide substituents at the isocytosine motif. Formation of a complex H-bonded decameric capsule assembled from bis-isocytosine monomers in CS2 is presented. The assembly is driven by solvent induced tautomerisation of the isocytosine motif, i.e. heteroleptic aggregation, and simultaneous establishment of 3H- and 2H-bonding modes. The large cavity of the capsule was utilized for C60 inclusion. Enantiomer resolution of 9-benzyl-9-azabicyclo[3.3.1]nonane-2,6-diol was performed. This precursor was utilized in the synthesis of bis-isocytosine monomers, which assemble into polymeric nanotubes. The tubular assemblies are held by orthogonal inter-tetramer H-bonding interface, established after tautoleptic aggregation into tetrameric rings. Bis-ureidopyrimidinone monomers were synthesized and their aggregation in solution investigated. Short organic nanotube composed of eight identical monomers that incorporates isocytosine and ureidopyrimidinone motifs was designed. After isocytosine-ureidopyrimidinone hetero-association via 3H-bonding new inter-tetramer H-bonding interface is created. The octameric tube undergoes extreme structural switch into cyclic tetramer upon inclusion of C60 and C70 guests."]},{"key":"dc:format","label":"Dc Format","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["Hydrogen bonded cavity and polymeric nanotubular assemblies from small bicyclic monomers /","Ertminės ir polimerinės nanovamzdelinės savitvarkės sistemos, susiformavusios dėl vandenilinių ryšių tarp mažų biciklinių monomerų."]}]}],"canonical_facts":{"dc:contributor":["Butkus, Eugenijus","Orentas, Edvinas"],"dc:creator":["Anderson, Dovilė,"],"dc:date":["2016"],"dc:description":["In this work strategies that allow control of supramolecular outcome of monomers containing bicyclic framework fused with isocytosine and/or ureidopyrimidinone motifs are discussed. The control over aggregation is attained by changing the size of the side chains and by attaching carbamide substituents at the isocytosine motif. Formation of a complex H-bonded decameric capsule assembled from bis-isocytosine monomers in CS2 is presented. The assembly is driven by solvent induced tautomerisation of the isocytosine motif, i.e. heteroleptic aggregation, and simultaneous establishment of 3H- and 2H-bonding modes. The large cavity of the capsule was utilized for C60 inclusion. Enantiomer resolution of 9-benzyl-9-azabicyclo[3.3.1]nonane-2,6-diol was performed. This precursor was utilized in the synthesis of bis-isocytosine monomers, which assemble into polymeric nanotubes. The tubular assemblies are held by orthogonal inter-tetramer H-bonding interface, established after tautoleptic aggregation into tetrameric rings. Bis-ureidopyrimidinone monomers were synthesized and their aggregation in solution investigated. Short organic nanotube composed of eight identical monomers that incorporates isocytosine and ureidopyrimidinone motifs was designed. After isocytosine-ureidopyrimidinone hetero-association via 3H-bonding new inter-tetramer H-bonding interface is created. The octameric tube undergoes extreme structural switch into cyclic tetramer upon inclusion of C60 and C70 guests."],"dc:format":["application/pdf"],"dc:identifier":["https://repository.vu.lt/VU:ELABAETD16990407&prefLang=en_US"],"dc:language":["eng"],"dc:publisher":["Institutional Repository of Vilnius University"],"dc:relation":["https://epublications.vu.lt/object/elaba:16990407/16990407.pdf"],"dc:rights":["info:eu-repo/semantics/openAccess"],"dc:subject":["tubular polymers ; hydrogen bonding ; self-assembled capsule ; tautoleptic aggregation"],"dc:title":["Hydrogen bonded cavity and polymeric nanotubular assemblies from small bicyclic monomers /","Ertminės ir polimerinės nanovamzdelinės savitvarkės sistemos, susiformavusios dėl vandenilinių ryšių tarp mažų biciklinių monomerų."],"dc:type":["info:eu-repo/semantics/doctoralThesis"]},"updated_at":"2026-07-24T05:55:48Z"}