Theoretical studies on the configurations of benzhomobarrelene derivatives

Abbasoglu, R
Menzek, A
Balcı, Metin
Reaction of 7-carbomethoxy-cycloheptatriene with benzyne resulted in the formation of only one benzhomobarrelene isomer, 5A. Theoretically, four addition products, 5A-D, can be formed from this reaction. Certain molecular mechanic calculations (MM2 force field) have been undertaken on these isomers. It has been shown that the isomers 5A and 5C have the lowest energies. The non-existence of 5C has been discussed in terms of a benzyne approach to a norcaradiene structure. Furthermore, MM2 calculations on two different conformers of 5A have revealed that the bisected conformer 5AE has the highest strain energy. However, AM1 semiempirical calculations of those conformers have shown that the conformer 5AE possesses a lower heat of formation than the isomer 5AA.


Mechanistic Insights into the Reaction of N-Propargylated Pyrrole- and Indole-Carbaldehyde with Ammonia, Alkyl Amines, and Branched Amines: A Synthetic and Theoretical Investigation
Sari, Ozlem; Seybek, Ali Fatih; Kaya, Serap; Menges, Nurettin; ERDEM, SAFİYE; BALCI, METİN (Wiley, 2019-09-01)
The reaction of pyrrole- and indole-carbaldehydes having a propargyl group attached to the nitrogen atom with various amines was studied. The reaction with ammonia formed pyrrolo[1,2-a]pyrazine and pyrazino[1,2-a]indole while the reaction with alkylamines such as methyl, ethyl, hexyl, and benzylamines formed the corresponding pyrazinone derivatives. Unexpectedly, the reaction with allylamine and propargylamine formed pyrazine derivatives in which the allyl and propargyl groups were removed from the molecule...
Electrochemical copolymerization of thiophene containing pseudo-polyether cages with pyrrole
Cihaner, Atilla; Önal, Ahmet Muhtar (2006-01-01)
Conducting copolymers were synthesized via the electrochemical oxidation of pyrrole (Py) in the presence of the monomer 1,12-bis(2-thienyl)-2,5,8,11-tetraoxadodecane (1). The presence of monomer I in the electrolytic solution greatly changed the CV behavior of Py during its potensiodynamic polymerization. The electroactivity of poly(I-co-Py) increased with the increasing amount of I in the comonomer mixture. Copolymer films were prepared via constant potential electrolysis in an electrolytic solution contai...
Synthesis and characterization of conducting copolymers of succinic acid bis-(4-pyrrol-1-yl-phenyl) ester and their electrochromic properties
Ertas, M; Çırpan, Ali; Toppare, Levent Kamil (Elsevier BV, 2004-05-07)
A new dipyrrolyl monomer was synthesized via the reaction between 4-pyrrol-1-yl phenol and butanedioyl dichloride. Electrochemical behavior of this monomer, succinic acid bis-(4-pyrrol-1-yl-phenyl) ester (SM) was studied. Homopolymerization was achieved by chemical and constant Current electrolysis methods. Copolymerization of SM with thiophene was performed by constant potential electrolysis in acetonitrile (AN)-tetrabutylammonium tetrafluoroborate (TBAFB) and dichloromethane (DCM)-TBAFB, solvent-electroly...
Conducting polymers of decanedioic acid bis-(4-pyrrol-1-yl-phenyl) ester
Çırpan, Ali; Toppare, Levent Kamil (Elsevier BV, 2004-05-15)
A dipyrrolyl monomer was synthesized via the reaction between 4-pyrrol-1-yl phenol and decanedioyl dichloride. The electrochemical behavior of this monomer was studied. Polymerization of decanedioic acid bis-(4-pyrrol-1-yi-phenyl) ester (DAPE) was achieved by chemical and constant current electrolyses methods. Copolymerization of DAPE with thiophene was performed by constant potential electrolysis in acetonitrile-tetrabutylammonium tetrafluoroborate (TBAFB), dichloromethane-TBAFB, solvent-electrolyte couple...
Synthesis and characterization of polythiophene/montmorillonite and polythiophene/polypropylene composites
Dülgerbaki, Çiğdem; Küçükyavuz, Zuhal; Department of Chemistry (2006)
In this study, polythiophene(PTP)/montmorillonite(MMT) nanocomposites were synthesized by in situ intercalative polymerization and chemical oxidative polymerization. In in situ intercalative polymerization method, composites containing 90 and 95% MMT were prepared. In chemical oxidative polymerization method, a series of composites ranging from 1 to 15% by weight MMT were synthesized. Thermal and morphological properties of samples were investigated by Differential Scanning Calorimeter (DSC), Thermal Gravim...
Citation Formats
R. Abbasoglu, A. Menzek, and M. Balcı, “Theoretical studies on the configurations of benzhomobarrelene derivatives,” TURKISH JOURNAL OF CHEMISTRY, pp. 201–207, 1998, Accessed: 00, 2020. [Online]. Available: