A comparison of C–C rotational barrier in [2]staffane, [2]tetrahedrane and ethane

Ebrahimi, Ali; Habibi, S.M.; Sanati, Afsaneh L.; Mohammadi, Marzie

doi:10.1016/j.cplett.2008.10.037

Cited by 15 publications

(3 citation statements)

References 29 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In view of the importance of these compounds, the present work aims to study the title compounds by theoretical methods so as to obtain the energy differences between the cis and trans conformers and a more important parameter, difficult to obtain experimentally, the barriers of rotation. In this decade, several theoretical studies [10][11][12][13][14] have been conducted targeting those compounds that are analogous to Hait and Htit to have more understanding about the relative stabilities of the conformers. We hereby report the findings of our research work.…”

Section: Introductionmentioning

confidence: 99%

Theoretical study of the structures, conformations, and spectroscopic properties of 2‐formylthiophene‐N‐acetylhydrazone and 2‐thiophenecarboxaldehyde‐2‐thienylhydrazone

Rhyman

Abdallah

Ramasami

2009

Heteroatom Chemistry

View full text Add to dashboard Cite

show abstract

Section: Introductionmentioning

confidence: 99%

Theoretical study of the structures, conformations, and spectroscopic properties of 2‐formylthiophene‐N‐acetylhydrazone and 2‐thiophenecarboxaldehyde‐2‐thienylhydrazone

Rhyman

Abdallah

Ramasami

2009

Heteroatom Chemistry

View full text Add to dashboard Cite

show abstract

“…Therefore, high-efficiency methods or actively synthesized compounds were needed for eliminating or decreasing these problems. In recent years, we studied about enhancing new and easy processes for the generation of important heterocyclic compounds ( Babizhayev et al, 2004 ; Ebrahimi, et al, 2008 ; Kassaee et al, 2010 ; Yavari et al, 2010 ; Khandan-Barani et al, 2011 ; Rustaiyan, et al, 2011 ; Rustaiyan, et al, 2011 ; Shahvelayati et al, 2012; Ezzatzadeh et al, 2012 ; Hassanabadi and Khandan-Barani, 2013 ; Masoodi, et al, 2013 ; Abdolmohammadi, 2014b ; Maghsoodlou, et al, 2014 ; Azizi et al, 2015 ; Hajinasiri et al, 2015 ; Khandan-Barani et al, 2015 ; Balar et al, 2016 ; Balar et al, 2016 ; Ghambarian et al, 2016 ; Soleimani Amiri, et al, 2016 ; Ghambarian et al, 2017 ; Koohi, et al, 2017 ; Salehi Borban et al, 2017 ; Shahvelayati et al, 2017 ; Soleimani-Amiri et al, 2018 ; Abdolmohammadi and Hossaini, 2019 ; Ghashghaee et al, 2019 ; Hekmatara et al, 2019 ; Mohammadi, et al, 2019 ; Seifi Mansour et al, 2019 ; Abdolmohammadi et al, 2020a ; Ghashghaee et al, 2020a ; Ghashghaee et al, 2020b ; Shafaei et al, 2020 ; Ghavidel, et al, 2021 ; Zare Davijani et al, 2022b ). In this research, initially, a green procedure was employed for the generation of new spiropyridoindolepyrrolidines 7 via MCRs of isatins 1 , acetyl chloride 2 , secondary amines 3 , vinilidene Meldrum’s acid 4 , primary amines 5, and malononitrile 6 in an aqueous medium at room temperature in the vicinity of Ag/Fe 3 O 4 /CdO@MWCNT MNCs as an organometallic catalyst in aqueous media at room temperature ( Scheme 1 ).…”

Section: Introductionmentioning

confidence: 99%

Six-component synthesis and biological activity of novel spiropyridoindolepyrrolidine derivatives: A combined experimental and theoretical investigation

Hossaini

Mohammadi

Sheikholeslami-Farahani

2022

Front. Chem.

View full text Add to dashboard Cite

Petasites hybridus rhizome water extract was used as green media for the preparation of Ag/Fe3O4/CdO@multi-walled carbon nanotubes magnetic nanocomposites (Ag/Fe3O4/CdO@MWCNTs MNCs), and its activity was evaluated by using in the one-pot multicomponent reaction of isatins, acetyl chloride, secondary amines, vinilidene Meldrum’s acid, primary amines, and malononitrile in an aqueous medium at room temperature for the generation of spiropyridoindolepyrrolidine as new derivatives with tremendous output. In addition, organic pollutant reduction of 4-nitrophenol (4-NP) was carried out by generated Ag/Fe3O4/CdO@MWCNTs in water at room temperature. The results displayed that Ag/Fe3O4/CdO@MWCNTs were reduced as pollutants of organic compounds in a short time. The synthesized spiropyridoindolepyrrolidine has an NH2 functional group that has acidic hydrogen and shows high antioxidant ability. Also, the spiropyridoindolepyrrolidine exhibited antimicrobial ability, and the method that is used for this purpose is the disk diffusion method, and two kinds of bacteria, Gram-positive and Gram-negative, were employed for this analysis. Also, to better understand the reaction mechanism density, functional theory-based quantum chemical methods have been applied. For the generation of spiropyridoindolepyrrolidine, the used process has many properties such as reactions with short time, product with good yields, and simple extraction of catalyst from the mixture of reaction.

show abstract

“…Aromatic compounds have numerous applications, such as in drug synthesis, polymer formation, explosives manufacturing, vitamin composition, among others [ 1 , 2 , 3 , 4 ]. Therefore, rotational barrier studies are good tools for to understand the conformational changes that are closely related to problems of great importance in the areas of chemistry, biology and biochemistry [ 5 , 6 , 7 , 8 , 9 , 10 ].…”

Section: Introductionmentioning

confidence: 99%

Theoretical study of internal rotational barriers of electrons donating and electrons withdrawing groups in aromatic compounds

Lima

Filho

et al. 2020

Heliyon

View full text Add to dashboard Cite

The presence of internal rotation in sigma bonds is essential for conformational analysis of organic molecules and its understanding is of great relevance in chemistry, as well as in several other areas. However, for aromatic compounds that have substituent groups, withdrawers or donors of electron, there are no data in the literature to explain their rotational barriers. In this context, the work studied the internal rotational barriers of electron donating and withdrawing groups in aromatic compounds using the MP3, MP4, and CCSD(T) methods and the influence of substituents' nature on barrier heights was investigated through calculations based on the theory of Natural Bond Orbitals (NBO) and Quantum Theory of Atoms in Molecules (QTAIM). The results obtained showed that the CCSD(T) method is the one that best describes the internal rotational barriers, followed by MP4 and MP3 and the electron donating groups decrease the barrier, whereas electron withdrawing groups increase. Through the NBO analysis it was possible to observe that for withdrawing groups the interaction of the molecular orbitals is more accentuated promoting the increase of the rotational barrier of these compounds. Through the QTAIM analysis it was possible to show that, for electron donating groups, the internal rotation is influenced by the loss of electronic density when the substituents is perpendicular to the ring plane, however, for withdrawing groups the density is little influenced, regardless of the two conformations (minimum and maximum energy). Two molecules showed free rotation, trichloromethylbenzene and methylbenzene, and the theoretical calculations NBO and QTAIM showed that for these species there is no difference in the properties studied when there is rotation of the dihedral angle.

show abstract

A comparison of C–C rotational barrier in [2]staffane, [2]tetrahedrane and ethane

Cited by 15 publications

References 29 publications

Theoretical study of the structures, conformations, and spectroscopic properties of 2‐formylthiophene‐N‐acetylhydrazone and 2‐thiophenecarboxaldehyde‐2‐thienylhydrazone

Theoretical study of the structures, conformations, and spectroscopic properties of 2‐formylthiophene‐N‐acetylhydrazone and 2‐thiophenecarboxaldehyde‐2‐thienylhydrazone

Six-component synthesis and biological activity of novel spiropyridoindolepyrrolidine derivatives: A combined experimental and theoretical investigation

Theoretical study of internal rotational barriers of electrons donating and electrons withdrawing groups in aromatic compounds

Contact Info

Product

Resources

About