Please use this identifier to cite or link to this item: https://hdl.handle.net/11147/5712
Full metadata record
DC FieldValueLanguage
dc.contributor.advisorArtok, Leventen_US
dc.contributor.authorZiyanak, Fırat-
dc.date.accessioned2017-06-07T07:55:21Z-
dc.date.available2017-06-07T07:55:21Z-
dc.date.issued2016-12-
dc.identifier.citationZiyanak, F. (2016). Synthesis of vinylallenols via palladium-caralyzed arylation reactions of (Z)-2,4-enyne oxiranes with organoborons. Unpublished doctoral dissertation, İzmir Institute of Technology, İzmir, Turkeyen_US
dc.identifier.urihttp://hdl.handle.net/11147/5712-
dc.descriptionThesis (Doctoral)--İzmir Institute of Technology, Chemistry, İzmir, 2016en_US
dc.descriptionFull text release delayed at author's request until 2018.01.23en_US
dc.descriptionIncludes bibliographical references (leaves: 83-85)en_US
dc.descriptionText in English; Abstract: Turkish and Englishen_US
dc.descriptionxii, 204 leavesen_US
dc.description.abstractAllenes are important functional groups especially in synthetic organic chemistry. Due to their unique reactivity and high level of chirality transfer, allenes can be used as building blocks in the synthesis of complex molecules. In recent decades transition-metal catalyzed synthesis of allenes with organometallic reagents has become attractive method. For the synthesis of functionalized allenes, addition of different nucleophiles with the help of various transition metals to propargylic compounds bearing a leaving group has been mostly used. Transition metals are crucial for these reactions for shifting them from SN2 to SN2’ for the formation of allenes. Within the context of this research, a novel palladium-catalyzed arylation reactions of (Z)-2,4-enyne oxiranes with organoborons have been investigated. As a result of the 1,5-substitution reaction, aryl-substituted vinylallenes bearing a hydroxyl group on the allylic position (7-aryl-3,5,6-trien-2-ol) were obtained in high yields and diastereoselectivities. We were able to also disclose that Diels-Alder adducts could be obtained with excellent endo and facial selectivities when the vinylallen types of this study were reacted with dienophiles.en_US
dc.description.abstractAllenler özellikle sentetik organik kimyada önemli fonksiyonel gruplardır. Benzersiz reaktiviteleri ve yüksek seviyede kiralite transferinden dolayı allenler komplex moleküllerin sentezinde yapıtaşları olarak kullanılabilirler. Son yıllarda, orgonometalik bileşikler ile geçiş metal katalizli allen sentezleri ilgi çekici hale gelmiştir. Fonksiyonlandırılmış allenler, bir ayrılan grup içeren proparjilik bileşiklerine geçiş metallerin yardımıyla çeşitli nükleofillerin katılması ile sentezlenmektedir. Geçiş metalleri bu tür reaksiyonları SN2 den SN2’ e kaydırarak allen oluşturması açısından çok büyük öneme sahiptir. Bu çalışma kapsamında, (Z)-2,4-enin oksiran yapılarının organoboronlar ile paladyum katalizli arilasyon tepkimleri üzerine çalışılmıştır. 1,5-yerdeğiştirme reaksiyonu sonucunda aril bağlı ve allilik pozisyonunda hidroksil grubu taşıyan vinilallenler (7-aril-3,5,6-trien-2-ol) yüksek verim ve diastereoseçimli olarak elde edilebilmiştir. Ayrıca bu çalışmada elde edilen vinilallen tipinin dienofiller ile yüksek endo ve fasiyal seçimli olarak Diels-Alder katılma ürünü elde edilebilmiştir.en_US
dc.description.sponsorshipTUBITAK (210T092)en_US
dc.language.isoenen_US
dc.publisherIzmir Institute of Technologyen_US
dc.relation2-4-Eninlerin Geçiş Metal Katalizli Alkoksikarbonilasyon ve C-C Kenetlenme Tepkimeleri, Oluşan Fonksiyonel Vinilalen Ürünlerin Altın Katalizli Tepkimeleri-
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectPalladiumen_US
dc.subjectOrganoboronsen_US
dc.subjectSynthesis (Chemistry)en_US
dc.subjectAllenesen_US
dc.titleSynthesis of vinylallenols via palladium-caralyzed arylation reactions of (Z)-2,4-enyne oxiranes with organoboronsen_US
dc.title.alternative(Z)-2,4-Enin oksiranların organoboronlar ile paladyum katalizli arilasyon tepkimeleri üzerinden vinilallenollerin sentezien_US
dc.typeDoctoral Thesisen_US
dc.institutionauthorZiyanak, Fırat-
dc.departmentThesis (Doctoral)--İzmir Institute of Technology, Chemistryen_US
dc.request.emailfiratziyanak@gmail.com-
dc.request.fullnameFırat Ziyanak-
dc.relation.publicationcategoryTezen_US
dc.relation.grantno210T092-
item.openairetypeDoctoral Thesis-
item.openairecristypehttp://purl.org/coar/resource_type/c_18cf-
item.grantfulltextopen-
item.fulltextWith Fulltext-
item.languageiso639-1en-
item.cerifentitytypePublications-
crisitem.author.dept04.01. Department of Chemistry-
Appears in Collections:Phd Degree / Doktora
Files in This Item:
File Description SizeFormat 
T001551.pdfDoctoralThesis7.49 MBAdobe PDFThumbnail
View/Open
Show simple item record



CORE Recommender

Page view(s)

102
checked on Apr 8, 2024

Download(s)

28
checked on Apr 8, 2024

Google ScholarTM

Check





Items in GCRIS Repository are protected by copyright, with all rights reserved, unless otherwise indicated.