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Sinteza difluorodioksa in diarildioksa borovih kompleksov ter njihove nadaljnje pretvorbe
ID Corn, Matej (Author), ID Štefane, Bogdan (Mentor) More about this mentor... This link opens in a new window

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Abstract
V magistrski nalogi smo raziskali sintezo različnih difluorodioksa in diarildioksa borovih kompleksov. Z reakcijo kondenzacije smo iz ketonov (cikličnih in acikličnih) z uporabo ocetne, trifluorometansulfonske in anhidrida trifluoroocetne kisline pripravili dioksa spojine, ki smo jih uporabili za nadaljnjo kompleksacijo. Sprva smo pripravili difluorodioksa borove komplekse z uporabo trifluroborovega eterata v DCM, nato pa smo se lotili še priprave diarildioksa borovih kompleksov. Slednje smo pripravili z uporabo fenilborovih kislin v prisotnosti kalijevega fosfata v 1,4-dioksanu kot topilu. Spojine smo spektroskopsko ovrednotili z UV-VIS spektroskopijo. Nato je sledila izvedba fotokemijskih De Mayo reakcij. Pripravljene komplekse smo reagirali s cikličnimi neaktiviranimi olefini, kar je vodilo do [2+2] cikloadicij in retroaldolnih reakcij pri čemer so nastali ustrezni 1,5-diketoni.

Language:Slovenian
Keywords:Claisenova kondenzacija, borovi kompleksi, fotokemija, De Mayo reakcija
Work type:Master's thesis/paper
Organization:FKKT - Faculty of Chemistry and Chemical Technology
Year:2024
PID:20.500.12556/RUL-159121 This link opens in a new window
Publication date in RUL:01.07.2024
Views:54
Downloads:9
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Secondary language

Language:English
Title:Synthesis of difluorodioxa and diaryldioxa boron complexes and their further transformations
Abstract:
In this master's thesis, we explored the synthesis of various difluorodioxa and diaryldioxa boron complexes. Through condensation reactions, we prepared dioxo compounds from ketones (both cyclic and acyclic) using acetic and triflic acid and trifluoroacetic anhydride. These dioxo compounds served as precursors for further complexation. Initially, we synthesized difluorodioxa boron complexes using trifluoroborate etherate in DCM, followed by the preparation of diaryldioxa boron complexes. The latter were synthesized using phenylboronic acids in the presence of potassium phosphate using 1,4-dioxane as solvent. UV-VIS spectra of the prepared compounds were recorded, and absorption maxima were determined. In the final part, we conducted the photochemical De Mayo reaction. Prepared complexes were reacted with cyclic non-activated olefins leading to [2+2] cycloadditions and retro-aldol reactions, resulting in the corresponding 1,5-diketones.

Keywords:Claisen condensation, boron complexes, photochemistry, De Mayo reaction

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