Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
Permanent URI for this collectionhttps://hdl.handle.net/11147/7148
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Article Citation - WoS: 21Citation - Scopus: 21Palladium-Catalyzed Alkoxycarbonylation of Conjugated Enyne Oxiranes: a Diastereoselective Method for the Synthesis of 7-Hydroxy(American Chemical Society, 2015) Kuş, Melih; Artok, Levent; Aygün, MuhittinPalladium-catalyzed alkoxycarbonylative 1,5-substitution of conjugated enyne oxiranes provides a diastereoselective route to (E)-configured 7-hydroxy-2,3,5-trienoates. The reactions proceeded in a highly stereoselective manner, possibly through sequential formation of π-allylpalladium and σ-vinylallenyl palladium complexes. The major diastereomeric form of the product is determined by the configuration of the alkenyl moiety of the substrate.Article Citation - WoS: 21Citation - Scopus: 21Regio- and Stereoselective Synthesis of 2,3,5-Trienoates by Palladium-Catalyzed Alkoxycarbonylation of Conjugated Enyne Carbonates(American Chemical Society, 2014) Karagöz, Ezgi Şule; Kuş, Melih; Akpınar, Gürkan Eray; Artok, LeventPalladium-catalyzed carbonylation of 2,4-enyne carbonates in an alcohol and under balloon pressure of CO proceeds through 1,5-substitution to yield (E)-2,3,5-trienoates. The olefin geometry of the substrate is important to control the overall stereochemistry of this alkoxycarbonylation method. The reaction proceeds through successive formation of π-allylpalladium with an R3 group oriented syn and σ-allenyl palladium complexes.Article Citation - WoS: 14Citation - Scopus: 15Rhodium- and Palladium-Catalyzed 1,5-Substitution Reactions of 2-En Acetates and Carbonates With Organoboronic Acids(American Chemical Society, 2011) Üçüncü, Muhammed; Karakuş, Erman; Kuş, Melih; Akpınar, Gürkan Eray; Aksın Artok, Özge; Krause, Norbert; Karaca, Sıla; Elmaci, Nuran; Artok, LeventTwo methods involving the rhodium-catalyzed reaction of 2-en-4-yne acetates and the palladium-catalyzed reaction of 2-en-4-yne carbonates with organoboronic acids were investigated; both afforded exclusively the (E)-configured vinylallenes. The coordinative interaction of the rhodium with the acetate group promoted the δ-elimination of Rh(I)-OAc from the alkenylrhodium intermediate II in both syn and anti modes, with the syn-elimination being the major path. DFT calculations revealed that a conformer of this intermediate (II), which can lead to the (E)-configured vinylallene product via the syn-elimination mode, is energetically the most favorable conformer. The rhodium-catalyzed procedure is not applicable to reactions involving (E)-configured enyne acetates, because the geometry of the alkenylrhodium intermediate that is derived from the corresponding (E)-enyne acetate would not allow such coordinative interaction to occur. The palladium-catalyzed method, which proceeds through formation of the σ-vinylallenylpalladium intermediate, B, is suitable for both the (E)- and (Z)-configured enyne carbonates and appears to have a wider scope for both organoboronic acids and enyne substrates. The palladium-catalyzed reaction of an enantiomerically enriched enyne carbonate proceeded with racemization.Article Citation - WoS: 37Citation - Scopus: 38Palladium-Catalyzed Alkoxycarbonylation of (z)-2 Carbonates Leading To 2,3,5-Trienoates(American Chemical Society, 2011) Akpınar, G. Eray; Kuş, Melih; Üçüncü, Muhammed; Karakuş, Erman; Artok, LeventPd(0)-catalyzed carbonylation of (Z)-2-en-4-yn carbonates in the presence of a balloon pressure of CO in an alcohol donates vinylallenyl esters with an exclusively E-configuration and in high yields. The fact that no such reactivity could be observed with E-configured enyne carbonates may indicate that the reaction is promoted via the cooperative coordination of palladium with both alkynyl and carbonate moieties.Article Citation - WoS: 23Citation - Scopus: 28Direct Liquefaction of High-Sulfur Coals: Effect of the Catalyst, the Solvent, and the Mineral Matter(American Chemical Society, 2002) Gözmen, Belgin; Artok, Levent; Erbatur, Gaye; Erbatur, OktayTwo low-rank coals with high sulfur contents (Gediz subbituminous coal: 7.6 wt % S:dry basis. Çayirhan lignite: 5.7 wt% S:dry basis.) were subjected to hydroliquefaction. Liquefaction conditions included dry or solvent mediated runs under pressurized hydrogen without added catalyst or with the impregnated catalyst precursor ammonium heptamolybdate (AHM). Gediz coal having higher sulfur content gave 90% conversion in the absence of catalyst and solvent. Maximum conversion (98%) and maximum oil + gas yield (70%) from this coal were obtained by impregnating AHM onto coal and carrying out liquefaction in H 2/tetralin system at 450 °C for 30 min. Under the same conditions, Çayirhan lignite gave 85% conversion and 70.5% oil + gas yield. The superior hydrodesulfurization effect of impregnated AHM on the oil fraction when used in the absence of solvent (less than 0.1% S in lignite's oil and less than 1% S in subbituminous coal's oil following one-stage hydrogenation) is a promising finding of this work. AHM was found to be much more effective in liquefaction of Çayirhan lignite and this has been ascribed to the well-dispersion of AHM throughout this lignite's structure via a cation-exchange mechanism through oxygen functionalities. Strong evidence for the catalytic effect of clay minerals in coal structure on char-forming reactions during liquefaction was observed by making use of liquefaction reactions of demineralized coal samples. It was also observed that tetralin had a retarding effect on the condensation and subsequent cross-linking reactions.