{"id":{"repo_id":"radboud","oai_identifier":"oai:repository.ubn.ru.nl:2066/19347"},"canonical_url":"https://search.dev.ndltd.org/etd/radboud/oai:repository.ubn.ru.nl:2066/19347","repository":{"repo_id":"radboud","name":"Radboud University Nijmegen","base_url":"https://repository.ubn.ru.nl/oai/request"},"display":{"title":"Silyl-mediated and oxidative synthesis of sulfines","abstract":"Contains fulltext : 19347_silyanoxs.pdf (Publisher’s version ) (Open Access)","abstract_html":"Contains fulltext : 19347_silyanoxs.pdf (Publisher’s version ) (Open Access)","abstract_has_math":false,"creators":["Philipse, Hendrikus Johannes Franciskus"],"institution":"[S.l. : s.n.]","degree_name":null,"degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2003,"date_issued":"2003","date_published":"2003","updated_at":"2026-07-24T04:01:52Z","subjects":[],"languages":[],"rights":["(c) Hendrikus Johannes Franciskus Philipse, 2003"],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["9090172890"],"render_values":[{"text":"9090172890","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2066/19347","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Philipse, Hendrikus Johannes Franciskus"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["2003"]},{"key":"dc:publisher","label":"Institution","values":["[S.l. : s.n.]"]},{"key":"dc:type","label":"Dc Type","values":["Doctoral thesis"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:rights","label":"Dc Rights","values":["(c) Hendrikus Johannes Franciskus Philipse, 2003"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://repository.ubn.ru.nl//bitstream/handle/2066/19347/19347_silyanoxs.pdf","http://hdl.handle.net/2066/19347","9090172890"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["Contains fulltext : 19347_silyanoxs.pdf (Publisher’s version ) (Open Access)","In this thesis new synthetic methods for sulfine preparation are described. Chapter 1 is an introduction into the sulfine chemistry with the focus on recent developments. In chapter 2 the oxidation of thiocarbonyl compounds is carried out using dimethyl dioxirane. Due to the simple work-up of removing the side-product acetone by evaporation, this method improves the possibilities of isolation of labile sulfines. Chapter 3 deals with the dehydrosiloxylation as a new method for the formation of sulfines by a base induced elimination of a silanolate anion from a silyl sulfinate ester. These silyl sulfinate esters are readily prepared by a reaction of silyl ketene acetals with sulfur dioxide. Two non base induced synthetic methods for sulfine synthesis are described in chapter 4: the desilylsiloxylation and the desilylchlorination. These methods respectively eliminate bi(trimethylsilyl) ether and trimethylsilyl chloride from alpha-silyl silyl sulfinate esters and alpha-silyl sulfinyl chlorides. These starting materials are prepared by a reaction of alpha-silyl ketene silyl acetals with respectively sulfur dioxide and thionyl chloride. Chapter 5 describes the synthesis and reactions of a new class of sulfines namely the epoxy sulfines. The structure of one of the epoxy sulfines was verified by X-ray analysis. The final chapter deals with the preliminary results of nucleophilic addition of alkynes to sulfines resulting in alkynyl sulfoxides.","137 p."]},{"key":"dc:title","label":"Title","values":["Silyl-mediated and oxidative synthesis of sulfines"]}]}],"canonical_facts":{"dc:creator":["Philipse, Hendrikus Johannes Franciskus"],"dc:date":["2003"],"dc:description":["Contains fulltext : 19347_silyanoxs.pdf (Publisher’s version ) (Open Access)","In this thesis new synthetic methods for sulfine preparation are described. Chapter 1 is an introduction into the sulfine chemistry with the focus on recent developments. In chapter 2 the oxidation of thiocarbonyl compounds is carried out using dimethyl dioxirane. Due to the simple work-up of removing the side-product acetone by evaporation, this method improves the possibilities of isolation of labile sulfines. Chapter 3 deals with the dehydrosiloxylation as a new method for the formation of sulfines by a base induced elimination of a silanolate anion from a silyl sulfinate ester. These silyl sulfinate esters are readily prepared by a reaction of silyl ketene acetals with sulfur dioxide. Two non base induced synthetic methods for sulfine synthesis are described in chapter 4: the desilylsiloxylation and the desilylchlorination. These methods respectively eliminate bi(trimethylsilyl) ether and trimethylsilyl chloride from alpha-silyl silyl sulfinate esters and alpha-silyl sulfinyl chlorides. These starting materials are prepared by a reaction of alpha-silyl ketene silyl acetals with respectively sulfur dioxide and thionyl chloride. Chapter 5 describes the synthesis and reactions of a new class of sulfines namely the epoxy sulfines. The structure of one of the epoxy sulfines was verified by X-ray analysis. The final chapter deals with the preliminary results of nucleophilic addition of alkynes to sulfines resulting in alkynyl sulfoxides.","137 p."],"dc:identifier":["https://repository.ubn.ru.nl//bitstream/handle/2066/19347/19347_silyanoxs.pdf","http://hdl.handle.net/2066/19347","9090172890"],"dc:publisher":["[S.l. : s.n.]"],"dc:rights":["(c) Hendrikus Johannes Franciskus Philipse, 2003"],"dc:title":["Silyl-mediated and oxidative synthesis of sulfines"],"dc:type":["Doctoral thesis"]},"updated_at":"2026-07-24T04:01:52Z"}