While early efforts have been made to explore the chemistry of neutral multitopic nonchelating N-heterocyclic carbenes (NHCs), limited progress has been made in the development of their anionic counterparts. This thesis describes the synthesis and characterization of a novel anionic tris(maloNHC) and its corresponding transition metal complexes. The free carbene was generated in situ by deprotonation of the corresponding zwitterionic salt with KHMDS. The free carbene was characterized by 1H and 13C NMR spectroscopy. The corresponding thione was obtained by addition of excess sulfur to the in situ generated carbene. The utility of the new carbene as ligand in organometallic chemistry has been proven by its incorporation into two new zwitterionic complexes of type [(MPPh)3(NHC)] (M = Au or Ag). These complexes have been characterized by 1H NMR and X-ray crystallography. With their unique topological properties, these systems have the potential to serve as building blocks for the preparation of novel metalorganic frameworks such as supramolecular cages and organometallic polymers, systems not accessible with the current arsenal of neutral Cerberus-type trisNHCs. Further studies aimed at the construction of such supramolecular systems are under way in our laboratory.
","abstract_html":"<p>While early efforts have been made to explore the chemistry of neutral multitopic nonchelating N-heterocyclic carbenes (NHCs), limited progress has been made in the development of their anionic counterparts. This thesis describes the synthesis and characterization of a novel anionic tris(maloNHC) and its corresponding transition metal complexes. The free carbene was generated in situ by deprotonation of the corresponding zwitterionic salt with KHMDS. The free carbene was characterized by <sup>1</sup>H and <sup>13</sup>C NMR spectroscopy. The corresponding thione was obtained by addition of excess sulfur to the in situ generated carbene. The utility of the new carbene as ligand in organometallic chemistry has been proven by its incorporation into two new zwitterionic complexes of type [(MPPh)<sub>3</sub>(NHC)] (M = Au or Ag). These complexes have been characterized by <sup>1</sup>H NMR and X-ray crystallography. With their unique topological properties, these systems have the potential to serve as building blocks for the preparation of novel metalorganic frameworks such as supramolecular cages and organometallic polymers, systems not accessible with the current arsenal of neutral Cerberus-type trisNHCs. Further studies aimed at the construction of such supramolecular systems are under way in our laboratory.</p>","abstract_has_math":false,"creators":["Justice, Richard W"],"institution":null,"degree_name":"Master of Science in Chemical Sciences (MSCB)","degree_level":"Thesis","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Dr. Daniela Tapu","Dr. Michael Stollenz","Dr. Mark Mitchell"],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2017,"date_issued":"2017-05-11T07:00:00Z","date_published":"2017-05-11T07:00:00Z","updated_at":"2026-07-24T02:43:17Z","subjects":["Cerberus","Zwitterionic","N-Heterocyclic Carbenes","3-bladed propeller","anionic","(malo)NHC","Chemistry"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://digitalcommons.kennesaw.edu/mscs_etd/15","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Dr. Daniela Tapu","Dr. Michael Stollenz","Dr. Mark Mitchell"]},{"key":"dc:creator","label":"Author","values":["Justice, Richard W"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.available","label":"Dc Date Available","values":["2027-05-09T07:00:00Z"]},{"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":["Master of Science in Chemical Sciences (MSCB)"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Cerberus","Zwitterionic","N-Heterocyclic Carbenes","3-bladed propeller","anionic","(malo)NHC","Chemistry"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://digitalcommons.kennesaw.edu/mscs_etd/15"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["While early efforts have been made to explore the chemistry of neutral multitopic nonchelating N-heterocyclic carbenes (NHCs), limited progress has been made in the development of their anionic counterparts. This thesis describes the synthesis and characterization of a novel anionic tris(maloNHC) and its corresponding transition metal complexes. The free carbene was generated in situ by deprotonation of the corresponding zwitterionic salt with KHMDS. The free carbene was characterized by 1H and 13C NMR spectroscopy. The corresponding thione was obtained by addition of excess sulfur to the in situ generated carbene. The utility of the new carbene as ligand in organometallic chemistry has been proven by its incorporation into two new zwitterionic complexes of type [(MPPh)3(NHC)] (M = Au or Ag). These complexes have been characterized by 1H NMR and X-ray crystallography. With their unique topological properties, these systems have the potential to serve as building blocks for the preparation of novel metalorganic frameworks such as supramolecular cages and organometallic polymers, systems not accessible with the current arsenal of neutral Cerberus-type trisNHCs. Further studies aimed at the construction of such supramolecular systems are under way in our laboratory.
"]},{"key":"dc:title","label":"Title","values":["Toward the Synthesis of Trianionic Cerberus-Type N-Heterocyclic Carbenes and their Zwitterionic Gold and Silver Complexes"]}]}],"canonical_facts":{"dc:contributor":["Dr. Daniela Tapu","Dr. Michael Stollenz","Dr. Mark Mitchell"],"dc:creator":["Justice, Richard W"],"dc:date.available":["2027-05-09T07:00:00Z"],"dc:description.abstract":["While early efforts have been made to explore the chemistry of neutral multitopic nonchelating N-heterocyclic carbenes (NHCs), limited progress has been made in the development of their anionic counterparts. This thesis describes the synthesis and characterization of a novel anionic tris(maloNHC) and its corresponding transition metal complexes. The free carbene was generated in situ by deprotonation of the corresponding zwitterionic salt with KHMDS. The free carbene was characterized by 1H and 13C NMR spectroscopy. The corresponding thione was obtained by addition of excess sulfur to the in situ generated carbene. The utility of the new carbene as ligand in organometallic chemistry has been proven by its incorporation into two new zwitterionic complexes of type [(MPPh)3(NHC)] (M = Au or Ag). These complexes have been characterized by 1H NMR and X-ray crystallography. With their unique topological properties, these systems have the potential to serve as building blocks for the preparation of novel metalorganic frameworks such as supramolecular cages and organometallic polymers, systems not accessible with the current arsenal of neutral Cerberus-type trisNHCs. Further studies aimed at the construction of such supramolecular systems are under way in our laboratory.
"],"dc:identifier":["https://digitalcommons.kennesaw.edu/mscs_etd/15"],"dc:subject":["Cerberus","Zwitterionic","N-Heterocyclic Carbenes","3-bladed propeller","anionic","(malo)NHC","Chemistry"],"dc:title":["Toward the Synthesis of Trianionic Cerberus-Type N-Heterocyclic Carbenes and their Zwitterionic Gold and Silver Complexes"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Thesis"],"thesis:degree_name":["Master of Science in Chemical Sciences (MSCB)"]},"updated_at":"2026-07-24T02:43:17Z"}