Transition structures, energetics, and nucleus-independent chemical shifts for divinylcyclobutene-to-cyclooctatriene rearrangement: A DFT study
Zora, Metin (American Chemical Society (ACS), 2004-02-06)
The minimum energy reaction paths and nucleus-independent chemical shifts (NICS) for the Cope rearrangement of cis-3,4-divinylcyclobutene, obtained by (U)B3LYP/6-31G* calculations, are reported. Three transition structures (endo-boatlike, chairlike, and exo-boatlike) have been located, giving rise to formation of cis,cis,cis-, cis,cis,trans-, and trans,cis, trans- 1, 3,5-cyclooctatrienes, respectively. The minimum energy path proceeds through an endo-boatlike, aromatic transition structure. The reaction pat...
Synthesis of ferrocenyl quinones and polyquinanes
Eralp, Tuğçe; Zora, Metin; Department of Chemistry (2005)
With the discovery of antitumor activity of ferrocene derivatives, research on new ferrocene derivatives have gained importance. For this purpose, we have investigated the synthesis of ferrocenyl quinones starting from squaric acid. Several quinone derivatives are known to have antitumor and antibiotic activities. In this research, by combining ferrocene and quinone moieties, we have targeted ferrocenyl quinones which are supposed to have enhanced potential antitumor activity. Thermolysis of ferrocenyl-subs...
Catalytic asymmetric nitroaldol (Henry) reaction with a zinc-Fam catalyst
Bulut, Adnan; Aslan, Ayhan; Doğan, Özdemir (American Chemical Society (ACS), 2008-09-19)
Ferrocenyl-substituted aziridinylmethanol (Fam-1) was used as a catalyst with zinc for the asymmetric nitroaldol (Henry) reaction. This catalyst worked with a variety of aldehydes (aromatic, aliphatic, alpha,beta-unsaturated, and heteroaromatic) and alpha-ketoesters to give the nitroaldol product in up to 97% yield and 91% ee. The chiral ligand call be recovered and recycled Without losing its activity.
Transition structures, energetics, and nucleus-independent chemical shifts for 6 pi electrocyclizations of dienylketenes to cyclohexadienones: A DFT study
Zora, Metin (American Chemical Society (ACS), 2004-03-19)
6pi electrocyclizations of dienylketenes to 2,4-cyclohexadienones have been investigated at the (U)B3LYP/6-31G* level and found to be a favored and exothermic process for most dienylketenes. As evidenced by calculations, dienylketene cyclizations proceed via a pseudopericyclic process. If the terminal double bond of dienylketenes is embedded into a benzenoid-type aryl moiety, the partial or complete loss of aromaticity, as indicated by NICS values, increases the activation barrier and makes the reaction les...
Manganese(iii)acetate-based free-radical additions of -dicarbonyl compounds to bicyclic systems
Fedalla, Mohammad Ali; Balcı, Metin; Department of Chemistry (2007)
Additions of carbon-centered radicals to alkenes are useful method for cyclic compounds formation. Manganese(III)-based oxidative free-radical cyclizations, where the radicals are generated and terminated oxidatively, are established as efficient methods for the construction of cyclic molecule. Treatment of a mixture of dimedone, Mn(OAc)3, and Cu(OAc)2 in glacial acetic acid with homobenzonorbornadiene (80) (4h at 50 C) gave furan derivative (107), dihydrofuran adduct (108), in addition to rearranged produc...
Citation Formats
C. Tanyeli, “REACTIVITY OF 4-HYDROXY-2-PYRONES IN THE DIELS-ALDER REACTIONS,” SYNTHETIC COMMUNICATIONS, pp. 2453–2460, 1989, Accessed: 00, 2020. [Online]. Available: