1,3-dipolar cycloaddition reactions of C-60 with 3-phenyl-phthalazinium-1-olate. A theoretical study

Türker, Burhan Lemi
1,3-Dipolar cycloaddition products of the reaction between C-60 and 1-phenyl-phthalazinium-1-olate were studied within the framework of AM1(RHF) level. The reactions involving the double bond between two hexagons and a hexagon and a pentagon, as well as the cycloaddition products followed by disrotatory (sigma)2(s) + (pi)4(s) electrocyclic ring openings were considered. Also for some of the structures calculated H-1 NMR spectra at the level of TNDO/2 method were presented.


A theoretical study of the cycloaddition between cyclopentadiene and allylideneammonium cation: An AM1 study
Zora, Metin (2002-12-09)
The Diels-Alder reaction between cyclopentadiene and allylideneammonium cation has been studied by means of AMI semiempirical method. Allylideneammonium cation can add to cyclopentadiene via its either C=C or C=N bond. For each cycloaddition, four reactive channels have been characterized corresponding to the endo-s-trans, endo-s-cis, exo-s-trans and exo-s-cis approach modes. The results indicate that C=C bond of allylideneammonium cation is more reactive as dienophile than its C=N bond in reaction with cyc...
Synthesis of ferrocene substituted pyrrolidine derivatives via Et2Zn catalyzed 1 3 dipolar cycloaddition reactions of azomethine ylides
Doğan, Özdemir (2001-05-01)
Synthesis of ferrocene substituted pyrrolidine derivatives via diethylzinc catalyzed 1,3-dipolar cycloadditions of azomethine ylides is described. Azomethine ylides were generated from glycine methyl ester and ferrocenecarboxaldehyde by the 'imine tautomerization' method and trapped with dipolarophiles to give the corresponding cycloadducts in reasonable yields and high regio- and stereoselectivity.
Synthesis of Bishomoinositols and an Entry for Construction of a Substituted 3-Oxabicyclo[3.3.1]nonane Skeleton
BARAN, ARİF; Bekarlar, Merve; Aydin, Gokay; NEBİOĞLU, MEHMET; ŞAHİN, Ertan; Balcı, Metin (2012-02-03)
1,3,3a,7a-Tetrahydro-2-benzofuran was used as key compound for the synthesis of various bishomoinositol derivatives. The diene was subjected to an epoxidation reaction for further functionalization of the diene unit. The bisepoxide obtained was submitted to a ring-opening reaction with acid in the presence of water. Various bishomoinositols were synthesized. However, when the reaction was carried out in the presence of acetic anhydride, a substituted 3-oxabicyclo[3.3.1]nonane skeleton was formed. The mechan...
A novel one-pot synthesis of ferrocenyl-substituted 1,2,4-oxadiazoles
Zora, Metin; Kelgokmen, YILMAZ (Elsevier BV, 2014-06-01)
One-pot synthesis of 5-ferrocenyl-1,2,4-oxadiazoles via the reaction between 3-ferrocenylpropynal and amidoximes is described. 3-Ferrocenylpropynal reacts with a variety of amidoximes in the presence of KOH in refluxing dioxane to afford a broad range of 5-ferrocenyl-1,2,4-oxadiazole derivatives. The reaction first produces the corresponding conjugate addition product which, upon cyclization and rearrangement, yields the targeted 1,2,4-oxadiazole. The reaction appears to be general for a diversity of amidox...
One-Pot Synthesis of Spiro-2H-pyrroles fromN-Propargylic beta-Enaminones
KARADENİZ, EDA; Zora, Metin (Georg Thieme Verlag KG, 2019-06-01)
A simple and general one-pot method for the synthesis of spiro-2 H -pyrroles has been developed. Initially, cyclohexane-embedded -enaminones with internal alkyne functionality were synthesized by conjugate addition of 1-ethynylcyclohexylamine to ,-alkynic ketones, followed by palladium-catalyzed coupling of the resulting N -propargylic -enaminones with aryl iodides. When subjected to basic conditions, the cyclohexane-embedded -enaminones with internal alkyne functionality underwent tandem nucleophilic cycli...
Citation Formats
B. L. Türker, “1,3-dipolar cycloaddition reactions of C-60 with 3-phenyl-phthalazinium-1-olate. A theoretical study,” JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, pp. 165–174, 2002, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/62387.