{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/98303"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/98303","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Manganese-catalyzed intermolecular benzylic C–H amination","abstract":"Reactions that directly install nitrogen into C—H bonds of complex molecules are significant due to their ability to immediately change the chemical and biological properties of a given molecule. While selective intramolecular C—H amination reactions are known, intermolecular C—H amination reactions with high reactivity and selectivity are scarce. Achieving high levels of reactivity while maintaining excellent site-selectivity and functional group tolerance remains an important challenge for intermolecular C—H amination. We report a novel manganese perchlorophthalocyanine catalyst [Mn(ClPc)] for a highly site-selective intermolecular benzylic C—H amination of bioactive molecules and natural products. [Mn(ClPc)] is selective for benzylic C—H bonds over other C—H bond types and selects among multiple benzylic C—H bonds based on their electronic and steric properties.","abstract_html":"Reactions that directly install nitrogen into C—H bonds of complex molecules are significant due to their ability to immediately change the chemical and biological properties of a given molecule. While selective intramolecular C—H amination reactions are known, intermolecular C—H amination reactions with high reactivity and selectivity are scarce. Achieving high levels of reactivity while maintaining excellent site-selectivity and functional group tolerance remains an important challenge for intermolecular C—H amination. We report a novel manganese perchlorophthalocyanine catalyst [Mn(ClPc)] for a highly site-selective intermolecular benzylic C—H amination of bioactive molecules and natural products. [Mn(ClPc)] is selective for benzylic C—H bonds over other C—H bond types and selects among multiple benzylic C—H bonds based on their electronic and steric properties.","abstract_has_math":false,"creators":["Sookezian, Anasheh"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"M.S.","degree_level":"Thesis","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["White, M. Christina"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2017,"date_issued":"2017-09-29T17:52:29Z","date_published":"2017-09-29T17:52:29Z","updated_at":"2026-07-22T22:24:35Z","subjects":["Amination","Manganese","C–H activation"],"languages":["en"],"rights":["Copyright 2017 Anasheh Sookezian"],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/2142/98303","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["White, M. Christina"]},{"key":"dc:creator","label":"Author","values":["Sookezian, Anasheh"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2017-09-29T17:52:29Z","2019-09-30T09:15:08Z","2017-07-19","2017-08"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Thesis"]},{"key":"thesis:degree_name","label":"Degree Name","values":["M.S."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Amination","Manganese","C–H activation"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["Copyright 2017 Anasheh Sookezian"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/98303"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Reactions that directly install nitrogen into C—H bonds of complex molecules are significant due to their ability to immediately change the chemical and biological properties of a given molecule. While selective intramolecular C—H amination reactions are known, intermolecular C—H amination reactions with high reactivity and selectivity are scarce. Achieving high levels of reactivity while maintaining excellent site-selectivity and functional group tolerance remains an important challenge for intermolecular C—H amination. We report a novel manganese perchlorophthalocyanine catalyst [Mn(ClPc)] for a highly site-selective intermolecular benzylic C—H amination of bioactive molecules and natural products. [Mn(ClPc)] is selective for benzylic C—H bonds over other C—H bond types and selects among multiple benzylic C—H bonds based on their electronic and steric properties.","Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2019-08-01","The student, Anasheh Sookezian, accepted the attached license on 2017-07-19 at 11:16.","The student, Anasheh Sookezian, submitted this Thesis for approval on 2017-07-19 at 11:22.","This Thesis was approved for publication on 2017-07-19 at 13:01.","DSpace SAF Submission Ingestion Package generated from Vireo submission #11529 on 2017-09-29 at 11:19:55","Made available in DSpace on 2017-09-29T17:52:29Z (GMT). No. of bitstreams: 2 SOOKEZIAN-THESIS-2017.pdf: 1661977 bytes, checksum: cce9cf15d1142ee5935ea08f9415ca18 (MD5) LICENSE.txt: 4214 bytes, checksum: a3b831e109e251348e73aeccda717362 (MD5) Previous issue date: 2017-07-19","Embargo set by: Colleen Fallaw for item 103511 Lift date: 2019-09-29T17:52:45Z Reason: Author requested closed access (OA after 2yrs) in Vireo ETD system","Limited Restriction Lifted for Item 103511 on 2019-09-30T09:15:08Z."]},{"key":"dc:format","label":"Dc Format","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["Manganese-catalyzed intermolecular benzylic C–H amination"]}]}],"canonical_facts":{"dc:contributor":["White, M. Christina"],"dc:creator":["Sookezian, Anasheh"],"dc:date":["2017-09-29T17:52:29Z","2019-09-30T09:15:08Z","2017-07-19","2017-08"],"dc:description":["Reactions that directly install nitrogen into C—H bonds of complex molecules are significant due to their ability to immediately change the chemical and biological properties of a given molecule. While selective intramolecular C—H amination reactions are known, intermolecular C—H amination reactions with high reactivity and selectivity are scarce. Achieving high levels of reactivity while maintaining excellent site-selectivity and functional group tolerance remains an important challenge for intermolecular C—H amination. We report a novel manganese perchlorophthalocyanine catalyst [Mn(ClPc)] for a highly site-selective intermolecular benzylic C—H amination of bioactive molecules and natural products. [Mn(ClPc)] is selective for benzylic C—H bonds over other C—H bond types and selects among multiple benzylic C—H bonds based on their electronic and steric properties.","Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2019-08-01","The student, Anasheh Sookezian, accepted the attached license on 2017-07-19 at 11:16.","The student, Anasheh Sookezian, submitted this Thesis for approval on 2017-07-19 at 11:22.","This Thesis was approved for publication on 2017-07-19 at 13:01.","DSpace SAF Submission Ingestion Package generated from Vireo submission #11529 on 2017-09-29 at 11:19:55","Made available in DSpace on 2017-09-29T17:52:29Z (GMT). No. of bitstreams: 2 SOOKEZIAN-THESIS-2017.pdf: 1661977 bytes, checksum: cce9cf15d1142ee5935ea08f9415ca18 (MD5) LICENSE.txt: 4214 bytes, checksum: a3b831e109e251348e73aeccda717362 (MD5) Previous issue date: 2017-07-19","Embargo set by: Colleen Fallaw for item 103511 Lift date: 2019-09-29T17:52:45Z Reason: Author requested closed access (OA after 2yrs) in Vireo ETD system","Limited Restriction Lifted for Item 103511 on 2019-09-30T09:15:08Z."],"dc:format":["application/pdf"],"dc:identifier":["http://hdl.handle.net/2142/98303"],"dc:language":["en"],"dc:rights":["Copyright 2017 Anasheh Sookezian"],"dc:subject":["Amination","Manganese","C–H activation"],"dc:title":["Manganese-catalyzed intermolecular benzylic C–H amination"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Thesis"],"thesis:degree_name":["M.S."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:24:35Z"}