{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/22300"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/22300","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Investigations of molecular recognition processes","abstract":"The use of chiral stationary phases (CSPs) for the separation of enantiomers is commonplace. A variety of $\\alpha$-alkyl and $\\alpha$-aryl substituted $\\alpha$-amino phosphonates were prepared. The ability of several CSPs to separate the enantiomers of N-(3,5-dinitrobenzoyl) derivatives of $\\alpha$-alkyl and $\\alpha$-aryl substituted $\\alpha$-amino phosphonates was investigated. Using the chromatographic structure-activity relationships, chiral recognition models were proposed. For one class of CSP, the chiral recognition model has been further supported using spectroscopic and chromatographic evidence. Two $\\alpha$-amino phosphonate derived CSPs were prepared and their ability to separate the enantiomers of a variety of analytes was studied. The mechanistic implications of analyte-CSP spatial complementarity were investigated. Two new CSPs derived from the 3,5-dinitrobenzamide of an $\\alpha$-amino acid were prepared and evaluated.","abstract_html":"The use of chiral stationary phases (CSPs) for the separation of enantiomers is commonplace. A variety of <span class=\"etd-inline-math\">&alpha;</span>-alkyl and <span class=\"etd-inline-math\">&alpha;</span>-aryl substituted <span class=\"etd-inline-math\">&alpha;</span>-amino phosphonates were prepared. The ability of several CSPs to separate the enantiomers of N-(3,5-dinitrobenzoyl) derivatives of <span class=\"etd-inline-math\">&alpha;</span>-alkyl and <span class=\"etd-inline-math\">&alpha;</span>-aryl substituted <span class=\"etd-inline-math\">&alpha;</span>-amino phosphonates was investigated. Using the chromatographic structure-activity relationships, chiral recognition models were proposed. For one class of CSP, the chiral recognition model has been further supported using spectroscopic and chromatographic evidence. Two <span class=\"etd-inline-math\">&alpha;</span>-amino phosphonate derived CSPs were prepared and their ability to separate the enantiomers of a variety of analytes was studied. The mechanistic implications of analyte-CSP spatial complementarity were investigated. Two new CSPs derived from the 3,5-dinitrobenzamide of an <span class=\"etd-inline-math\">&alpha;</span>-amino acid were prepared and evaluated.","abstract_has_math":true,"creators":["Burke, John Andrew, III"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Pirkle, William H."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2011,"date_issued":"2011-05-07T13:35:29Z","date_published":"2011-05-07T13:35:29Z","updated_at":"2026-07-22T22:25:19Z","subjects":["Chemistry, Organic","Chemistry, Pharmaceutical"],"languages":["eng"],"rights":["Copyright 1992 Burke, John Andrew, III"],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["AAI9236407","(UMI)AAI9236407"],"render_values":[{"text":"AAI9236407","href":null,"code":true},{"text":"(UMI)AAI9236407","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/22300","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Pirkle, William H."]},{"key":"dc:creator","label":"Author","values":["Burke, John Andrew, III"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2011-05-07T13:35:29Z","10000-01-01","1992"]},{"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","Chemistry, Pharmaceutical"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language","label":"Dc Language","values":["eng"]},{"key":"dc:rights","label":"Dc Rights","values":["Copyright 1992 Burke, John Andrew, III"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["AAI9236407","(UMI)AAI9236407","http://hdl.handle.net/2142/22300"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["The use of chiral stationary phases (CSPs) for the separation of enantiomers is commonplace. A variety of $\\alpha$-alkyl and $\\alpha$-aryl substituted $\\alpha$-amino phosphonates were prepared. The ability of several CSPs to separate the enantiomers of N-(3,5-dinitrobenzoyl) derivatives of $\\alpha$-alkyl and $\\alpha$-aryl substituted $\\alpha$-amino phosphonates was investigated. Using the chromatographic structure-activity relationships, chiral recognition models were proposed. For one class of CSP, the chiral recognition model has been further supported using spectroscopic and chromatographic evidence. Two $\\alpha$-amino phosphonate derived CSPs were prepared and their ability to separate the enantiomers of a variety of analytes was studied. The mechanistic implications of analyte-CSP spatial complementarity were investigated. Two new CSPs derived from the 3,5-dinitrobenzamide of an $\\alpha$-amino acid were prepared and evaluated.","Made available in DSpace on 2011-05-07T13:35:29Z (GMT). No. of bitstreams: 2 license.txt: 4922 bytes, checksum: 910b249b4beec47e7ab768910c8f966f (MD5) 9236407.pdf: 6949525 bytes, checksum: 692f00ccdea1d1a0db316372f044879e (MD5) Previous issue date: 1992","Item marked as restricted to the 'UIUC Users [automated]' Group (id=2) by Howard Ding (hding2@illinois.edu) on 2011-05-07T14:56:41Z Item is restricted indefinitely.","Restriction data tranferred 2014-07-01T11:26:31-05:00 Original Data Group with Access UIUC Users [automated] Release Date: none Reason: ETDs are only available to UIUC Users without author permission","ETDs are only available to UIUC Users without author permission","U of I Only"]},{"key":"dc:title","label":"Title","values":["Investigations of molecular recognition processes"]}]}],"canonical_facts":{"dc:contributor":["Pirkle, William H."],"dc:creator":["Burke, John Andrew, III"],"dc:date":["2011-05-07T13:35:29Z","10000-01-01","1992"],"dc:description":["The use of chiral stationary phases (CSPs) for the separation of enantiomers is commonplace. A variety of $\\alpha$-alkyl and $\\alpha$-aryl substituted $\\alpha$-amino phosphonates were prepared. The ability of several CSPs to separate the enantiomers of N-(3,5-dinitrobenzoyl) derivatives of $\\alpha$-alkyl and $\\alpha$-aryl substituted $\\alpha$-amino phosphonates was investigated. Using the chromatographic structure-activity relationships, chiral recognition models were proposed. For one class of CSP, the chiral recognition model has been further supported using spectroscopic and chromatographic evidence. Two $\\alpha$-amino phosphonate derived CSPs were prepared and their ability to separate the enantiomers of a variety of analytes was studied. The mechanistic implications of analyte-CSP spatial complementarity were investigated. Two new CSPs derived from the 3,5-dinitrobenzamide of an $\\alpha$-amino acid were prepared and evaluated.","Made available in DSpace on 2011-05-07T13:35:29Z (GMT). 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