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Radikalske reakcije ksantata - anelacija ciklopentenovog prstena

Homoallylic radicals, generated from the corresponding xanthates, react with terminal alkynes to give cyclopentene derivatives in moderate yields.Homoalilni radikali, nastali iz odgovarajućih ksantata, reaguju sa terminalnim alkinima i daju derivate ciklopentena u umerenim prinosima

Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z

Supplementary material for: [https://doi.org/10.1007/s10853-015-9396-z]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1999

Selective formation of dihydrofuran fused [60] fullerene derivatives by TEMPO mediated [3 + 2] cycloaddition of medium chain β-keto esters to C60

In this study, b-keto esters as readily available bio-based building blocks were used to decorate the C60 sphere. Generally, cyclopropanated fullerene derivatives are obtained by the standard Bingel–Hirsch procedure. Herein, omitting the iodine from the reaction mixture and adding TEMPO afforded dihydrofuran fused C60 fullerene derivatives. The mechanism of the reaction shifted from nucleophilic aliphatic substitution to oxidative [3 + 2] cycloaddition via fullerenyl cations as an intermediate. This mechanism is proposed based on a series of control experiments with radical scavengers. Therefore, dihydrofuran-fused C60 derivatives were selectively obtained in good yields and their structures were established based on UV-Vis, IR, NMR spectroscopy and mass spectrometry. The electrochemical properties of the synthesized compounds were investigated by cyclic voltammetry. DFT calculations were performed in order to investigate the difference in stability, electronic properties and p-electron delocalization between methano and furano fullerenes

Supplementary data for article: Bigović, M.; Maslak, V.; Tokic-Vujosevic, Z.; Divjaković, V.; Saičić, R. A Useful Synthetic Equivalent of a Hydroxyacetone Enolate. Organic Letters 2011, 13 (17), 4720–4723. https://doi.org/10.1021/ol2019357

Supporting information for: [https://doi.org/10.1021/ol2019357]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1194

Supplementary data for article: Tasić, G.; Randjelovic, J.; Vusurovic, N.; Maslak, V.; Husinec, S.; Savić, V. A Highly Regioselective, Protecting Group Controlled, Synthesis of Bicyclic Compounds via Pd-Catalysed Intramolecular Cyclisations. Tetrahedron Letters 2013, 54 (18), 2243–2246. https://doi.org/10.1016/j.tetlet.2013.02.068

Supplementary material for: [https://doi.org/10.1016/j.tetlet.2013.02.068]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1586

Excited-State Hydroxide Ion Release From a Series of Acridinol Photobases

The excited-state heterolysis of acridinol-based derivatives leads to the release of the OH- ion and the formation of the corresponding acridinium cations. To evaluate the parameters that control the reaction barriers, the kinetics of excited-state OH- release from a series of acridinol photobases were studied using transient absorption spectroscopy. The rate constants were obtained in three solvents (methanol, butanol, and isobutanol), and the data were modeled using Marcus theory. The intrinsic reorganization energies obtained from these fits were found to correlate well with the solvent reorganization energies calculated using dielectric continuum model, suggesting that the excited-state OH- release occurs along the solvent reaction coordinate. Furthermore, the ability of acridinol photobases to photoinitiate chemical reactions was demonstrated using the Michael reaction between dimethylmalonate and nitrostyrene

Supplementary data for article: Bigović, M.; Skaro, S.; Maslak, V.; Saičić, R. Expanding the Scope of the Indium-Promoted Allylation Reaction: 4-(Bromomethyl)-1,3-Dioxol-2-One as a Synthetic Equivalent of a 3-Arylhydroxyacetone Enolate. Tetrahedron Letters 2013, 54 (48), 6624–6626. https://doi.org/10.1016/j.tetlet.2013.09.115eaction: 4-(bromomethyl)-1,3-dioxol-2-one as a synthetic equivalent of a 3-arylhydroxyacetone enolate

Supplementary material for: [https://doi.org/10.1016/j.tetlet.2013.09.115]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1430

Supplementary data for article: Mitrović, A. D.; Todorović, N.; Zekić, A.; Stanković, D.; Milić, D.; Maslak, V. Synthesis, Electrochemistry, and Hierarchical Self-Organization of Fulleropyrrolidine-Phthalimide Dyads. European Journal of Organic Chemistry 2013, No. 11, 2188–2193. https://doi.org/10.1002/ejoc.201201631

Supporting information for: [https://doi.org/10.1002/ejoc.201201631]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1358

Supplementary data for the article: Bjelaković, M.; Kop, T.; Maslak, V.; Milić, D. Synthesis and Characterization of Highly Ordered Self-Assembled Bioactive Fulleropeptides. Journal of Materials Science 2016, 51 (2), 739–747. https://doi.org/10.1007/s10853-015-9396-z

Supplementary material for: [https://doi.org/10.1007/s10853-015-9396-z]Related to published version: [http://cherry.chem.bg.ac.rs/handle/123456789/1999