{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/70171"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/70171","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"A Study of the Interactions Involved in the Direct Liquid Chromatographic Resolution of Racemates","abstract":"The direct resolution of racemates upon a chiral stationary phase (CSP) is becoming a widely used technique. In order to prepare more effective and more specific CSPs, the rationale for resolution should be better understood. Two chiral recognition models of considerable scope are proposed for the resolution of 1,1'-bi-2-naphthol (BBN) and 5-arylhydantoins as their analogs upon a CSP prepared from N-3,5-dinitrobenzoylphenylglycine. The models allow assignment of the configuration of each enantiomer based upon elution order. However, care must be excersized when the substrate is modified drastically. In addition, the attempted resolution of (alpha)-hydroxyphosphonates and simple amides is described.","abstract_html":"The direct resolution of racemates upon a chiral stationary phase (CSP) is becoming a widely used technique. In order to prepare more effective and more specific CSPs, the rationale for resolution should be better understood. Two chiral recognition models of considerable scope are proposed for the resolution of 1,1'-bi-2-naphthol (BBN) and 5-arylhydantoins as their analogs upon a CSP prepared from N-3,5-dinitrobenzoylphenylglycine. The models allow assignment of the configuration of each enantiomer based upon elution order. However, care must be excersized when the substrate is modified drastically. In addition, the attempted resolution of (alpha)-hydroxyphosphonates and simple amides is described.","abstract_has_math":false,"creators":["Schreiner, James Louis"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2014,"date_issued":"2014-12-15T23:17:29Z","date_published":"2014-12-15T23:17:29Z","updated_at":"2026-07-22T22:26:02Z","subjects":["Chemistry, Organic"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(UMI)AAI8203581"],"render_values":[{"text":"(UMI)AAI8203581","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/70171","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Schreiner, James Louis"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2014-12-15T23:17:29Z","10000-01-01","1981"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"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":["Chemistry, Organic"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/70171","(UMI)AAI8203581"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["The direct resolution of racemates upon a chiral stationary phase (CSP) is becoming a widely used technique. In order to prepare more effective and more specific CSPs, the rationale for resolution should be better understood. Two chiral recognition models of considerable scope are proposed for the resolution of 1,1'-bi-2-naphthol (BBN) and 5-arylhydantoins as their analogs upon a CSP prepared from N-3,5-dinitrobenzoylphenylglycine. The models allow assignment of the configuration of each enantiomer based upon elution order. However, care must be excersized when the substrate is modified drastically. In addition, the attempted resolution of (alpha)-hydroxyphosphonates and simple amides is described.","Finally, the facile resolution of BBN and analogs upon the phenylglycine CSP is the basis for preparing a CSP containing a BBN analog. Several attempts to prepare a new CSP are described.","Made available in DSpace on 2014-12-15T23:17:29Z (GMT). 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Two chiral recognition models of considerable scope are proposed for the resolution of 1,1'-bi-2-naphthol (BBN) and 5-arylhydantoins as their analogs upon a CSP prepared from N-3,5-dinitrobenzoylphenylglycine. The models allow assignment of the configuration of each enantiomer based upon elution order. However, care must be excersized when the substrate is modified drastically. In addition, the attempted resolution of (alpha)-hydroxyphosphonates and simple amides is described.","Finally, the facile resolution of BBN and analogs upon the phenylglycine CSP is the basis for preparing a CSP containing a BBN analog. Several attempts to prepare a new CSP are described.","Made available in DSpace on 2014-12-15T23:17:29Z (GMT). No. of bitstreams: 1 8203581.pdf: 4536045 bytes, checksum: 468e5626b590971dc2688ea9741031f2 (MD5) Previous issue date: 1981","Embargo set by: Seth Robbins for item 70337 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","173 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1981."],"dc:identifier":["http://hdl.handle.net/2142/70171","(UMI)AAI8203581"],"dc:subject":["Chemistry, Organic"],"dc:title":["A Study of the Interactions Involved in the Direct Liquid Chromatographic Resolution of Racemates"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Ph.D."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:26:02Z"}