{"id":{"repo_id":"lsu-thes","oai_identifier":"oai:repository.lsu.edu:gradschool_dissertations-2308"},"canonical_url":"https://search.dev.ndltd.org/etd/lsu-thes/oai:repository.lsu.edu:gradschool_dissertations-2308","repository":{"repo_id":"lsu-thes","name":"Lousiana State University","base_url":"https://repository.lsu.edu/do/oai/"},"display":{"title":"Synthesis and functionalizations of tetrapyrrole derivatives","abstract":"Chapter 1 of this Dissertation presents a brief overview of the history of tetrapyrrole derivatives and of their fundamental properties. Overviews of porphyrins, benzoporphyrins, chlorins and porphycenes are presented. Work presented in Chapter 2 through Chapter 4 mainly focuses on the syntheses and functionalization of chromophore-extended porphyrin derivatives. Several new synthetic routes for the syntheses and functionalizations of extended porphyrins either at the β-position or at the meso-position of porphyrin are developed. From these improved synthetic routes, the regio-selective syntheses of porphyrin derivatives are described. Chapter 2 mainly focuses on the syntheses of β,β'-fused methylenepropanoporphyrins and related porphyrin dimers. Chapter 3 mainly describes a new synthetic route for selective synthesis of benzoporphyrin regioisomers and Chapter 4 mainly discusses new work on the efficient synthesis of the so-called \"Hangman Porphyrin\" analogs. Chapter 5 consists two parts. The first part is devoted results of work on the total synthesis of an important porphycene derivative, 9-capronyl-oxytetrakis(methyoxyethyl)-porphycene, which has already been shown to have attractive potential applications in photodynamic therapy of tumors. The second part of Chapter 5 concerns the improved syntheses of 2,2'-bipyrrole, which is an important part of our effort to improve the synthesis of porphycene and related tetrapyrrole derivatives. The potential utility of these 2,2'-bipyrroles as bio-probes and ion-binding reagents are also tested. Chapter 6 reports mechanistic studies on the unique regio-selective formation of mono-(L)-aspartylchlorin-e6. This important photodynamic therapy (PDT) photosensitizer has recently undergone a structural revision, and the work reported in this Chapter provides a rationale for the formation of the unexpected regioisomeric structure now known to belong to mono-(L)-aspartylchlorin-e6.","abstract_html":"Chapter 1 of this Dissertation presents a brief overview of the history of tetrapyrrole derivatives and of their fundamental properties. Overviews of porphyrins, benzoporphyrins, chlorins and porphycenes are presented. Work presented in Chapter 2 through Chapter 4 mainly focuses on the syntheses and functionalization of chromophore-extended porphyrin derivatives. Several new synthetic routes for the syntheses and functionalizations of extended porphyrins either at the β-position or at the meso-position of porphyrin are developed. From these improved synthetic routes, the regio-selective syntheses of porphyrin derivatives are described. Chapter 2 mainly focuses on the syntheses of β,β'-fused methylenepropanoporphyrins and related porphyrin dimers. Chapter 3 mainly describes a new synthetic route for selective synthesis of benzoporphyrin regioisomers and Chapter 4 mainly discusses new work on the efficient synthesis of the so-called "Hangman Porphyrin" analogs. Chapter 5 consists two parts. The first part is devoted results of work on the total synthesis of an important porphycene derivative, 9-capronyl-oxytetrakis(methyoxyethyl)-porphycene, which has already been shown to have attractive potential applications in photodynamic therapy of tumors. The second part of Chapter 5 concerns the improved syntheses of 2,2'-bipyrrole, which is an important part of our effort to improve the synthesis of porphycene and related tetrapyrrole derivatives. The potential utility of these 2,2'-bipyrroles as bio-probes and ion-binding reagents are also tested. Chapter 6 reports mechanistic studies on the unique regio-selective formation of mono-(L)-aspartylchlorin-e<sub>6</sub>. This important photodynamic therapy (PDT) photosensitizer has recently undergone a structural revision, and the work reported in this Chapter provides a rationale for the formation of the unexpected regioisomeric structure now known to belong to mono-(L)-aspartylchlorin-e<sub>6</sub>.","abstract_has_math":false,"creators":["Jiao, Lijuan"],"institution":"Chemistry","degree_name":"Doctor of Philosophy (PhD)","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2007,"date_issued":"2007-01-01T08:00:00Z","date_published":"2007-01-01T08:00:00Z","updated_at":"2026-07-24T02:59:15Z","subjects":["tetrapyrrole","synthesis","porphycene","benzoporphyrin","methylenepropanoporphyrin"],"languages":[],"rights":["unrestricted","Release the entire work immediately for access worldwide."],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["etd-10232007-121548","https://repository.lsu.edu/gradschool_dissertations/1309"],"render_values":[{"text":"etd-10232007-121548","href":null,"code":true},{"text":"https://repository.lsu.edu/gradschool_dissertations/1309","href":"https://repository.lsu.edu/gradschool_dissertations/1309","code":true}]}]},"links":{"outbound_url":"https://doi.org/10.31390/gradschool_dissertations.1309","outbound_label":"DOI","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Jiao, Lijuan"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2007-07-02"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2022-05-12T23:11:42Z"]},{"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":["Doctor of Philosophy (PhD)"]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["Chemistry"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["tetrapyrrole","synthesis","porphycene","benzoporphyrin","methylenepropanoporphyrin"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:rights","label":"Dc Rights","values":["unrestricted","Release the entire work immediately for access worldwide."]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["etd-10232007-121548","10.31390/gradschool_dissertations.1309","https://repository.lsu.edu/gradschool_dissertations/1309"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["Chapter 1 of this Dissertation presents a brief overview of the history of tetrapyrrole derivatives and of their fundamental properties. Overviews of porphyrins, benzoporphyrins, chlorins and porphycenes are presented. Work presented in Chapter 2 through Chapter 4 mainly focuses on the syntheses and functionalization of chromophore-extended porphyrin derivatives. Several new synthetic routes for the syntheses and functionalizations of extended porphyrins either at the β-position or at the meso-position of porphyrin are developed. From these improved synthetic routes, the regio-selective syntheses of porphyrin derivatives are described. Chapter 2 mainly focuses on the syntheses of β,β'-fused methylenepropanoporphyrins and related porphyrin dimers. Chapter 3 mainly describes a new synthetic route for selective synthesis of benzoporphyrin regioisomers and Chapter 4 mainly discusses new work on the efficient synthesis of the so-called \"Hangman Porphyrin\" analogs. Chapter 5 consists two parts. The first part is devoted results of work on the total synthesis of an important porphycene derivative, 9-capronyl-oxytetrakis(methyoxyethyl)-porphycene, which has already been shown to have attractive potential applications in photodynamic therapy of tumors. The second part of Chapter 5 concerns the improved syntheses of 2,2'-bipyrrole, which is an important part of our effort to improve the synthesis of porphycene and related tetrapyrrole derivatives. The potential utility of these 2,2'-bipyrroles as bio-probes and ion-binding reagents are also tested. Chapter 6 reports mechanistic studies on the unique regio-selective formation of mono-(L)-aspartylchlorin-e6. This important photodynamic therapy (PDT) photosensitizer has recently undergone a structural revision, and the work reported in this Chapter provides a rationale for the formation of the unexpected regioisomeric structure now known to belong to mono-(L)-aspartylchlorin-e6."]},{"key":"dc:title","label":"Title","values":["Synthesis and functionalizations of tetrapyrrole derivatives"]}]}],"canonical_facts":{"dc:creator":["Jiao, Lijuan"],"dc:date":["2007-07-02"],"dc:date.available":["2022-05-12T23:11:42Z"],"dc:description.abstract":["Chapter 1 of this Dissertation presents a brief overview of the history of tetrapyrrole derivatives and of their fundamental properties. Overviews of porphyrins, benzoporphyrins, chlorins and porphycenes are presented. Work presented in Chapter 2 through Chapter 4 mainly focuses on the syntheses and functionalization of chromophore-extended porphyrin derivatives. Several new synthetic routes for the syntheses and functionalizations of extended porphyrins either at the β-position or at the meso-position of porphyrin are developed. From these improved synthetic routes, the regio-selective syntheses of porphyrin derivatives are described. Chapter 2 mainly focuses on the syntheses of β,β'-fused methylenepropanoporphyrins and related porphyrin dimers. Chapter 3 mainly describes a new synthetic route for selective synthesis of benzoporphyrin regioisomers and Chapter 4 mainly discusses new work on the efficient synthesis of the so-called \"Hangman Porphyrin\" analogs. Chapter 5 consists two parts. The first part is devoted results of work on the total synthesis of an important porphycene derivative, 9-capronyl-oxytetrakis(methyoxyethyl)-porphycene, which has already been shown to have attractive potential applications in photodynamic therapy of tumors. The second part of Chapter 5 concerns the improved syntheses of 2,2'-bipyrrole, which is an important part of our effort to improve the synthesis of porphycene and related tetrapyrrole derivatives. The potential utility of these 2,2'-bipyrroles as bio-probes and ion-binding reagents are also tested. Chapter 6 reports mechanistic studies on the unique regio-selective formation of mono-(L)-aspartylchlorin-e6. This important photodynamic therapy (PDT) photosensitizer has recently undergone a structural revision, and the work reported in this Chapter provides a rationale for the formation of the unexpected regioisomeric structure now known to belong to mono-(L)-aspartylchlorin-e6."],"dc:identifier":["etd-10232007-121548","10.31390/gradschool_dissertations.1309","https://repository.lsu.edu/gradschool_dissertations/1309"],"dc:rights":["unrestricted","Release the entire work immediately for access worldwide."],"dc:subject":["tetrapyrrole","synthesis","porphycene","benzoporphyrin","methylenepropanoporphyrin"],"dc:title":["Synthesis and functionalizations of tetrapyrrole derivatives"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Doctor of Philosophy (PhD)"],"thesis:institution_name":["Chemistry"]},"updated_at":"2026-07-24T02:59:15Z"}