Theoretical Analysis of Reactivity and Regioselectivity in [1+2] Cycloaddtion Reaction of some Monoterpenes with Dichlorocarbene

Theoretical Analysis of Reactivity and Regioselectivity in [1+2] Cycloaddtion Reaction of some Monoterpenes with Dichlorocarbene

A. Zeroual

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M. Zoubir

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M. El Idrissi

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R. El Ajlaoui

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A. El Haib

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S. Abouricha

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N. Mazoir

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A. El Hajbi

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α Chouaib Doukkali University

Theoretical Analysis of Reactivity and Regioselectivity in [1+2] Cycloaddtion Reaction of some Monoterpenes with Dichlorocarbene

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Abstract

A theoretical study of the molecular mechanism and regioselectivity of the [1+2] cycloaddition reaction between alkenes: limonene, terpinolene, γ-terpinene and dichlorocarbene has been carried out at the B3LYP/6-31G (d,p) level of theory. The calculation of activation and reaction free energies indicates that these reactions are regio-specific in good agreement with experimental result.

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35 Cites in Article

Reference Format

D Panayotopoulos,D Chisholm (1970). Hallucinogenic effect of nutmeg..
Abdul Wahab,Rizwan Haq,Aftab Ahmed,Rafeeq Khan,Mohsin Raza (2009). Anticonvulsant activities of nutmeg oil of Myristica fragrans.
G Sonavane,V Sarveiya,V Kasture,S Kasture (2001). Anxiogenic activity of Myristica fragrans seeds.
S Darbar,A Bhattacharya,S Chattopadhyay (2011). antihepatoprotective potential of livina, a polyherbal preparation on paracetamol induced hepatotoxicity: a comparison with silymarin.
K Hammer,C Carson,T Riley (2003). Antifungal activity of the components of Melaleuca alternifolia (tea tree) oil.
Younis Hamad (2014). Role of Essential Oils in Controlling Fungi that Cause Decline Disease of Guava.
S Combrinck,T Regnier,G Kamatou (2011). In vitro activity of eighteen essential oils and some major components against common postharvest fungal pathogens of fruit.
Akiko Takikawa,Keiko Abe,Makiko Yamamoto,Shoko Ishimaru,Mari Yasui,Yoko Okubo,Kumio Yokoigawa (2002). Antimicrobial Activity of Nutmeg against Escherichia coli O157.
P Delaquis,K Stanich,B Girard,G Mazza (2002). Antimicrobial activity of individual and mixed fractions of dill, cilantro, coriander and eucalyptus essential oils.
B Damjanovic´-Vratnica,T Đakov,D Šukovic,J Damjanovic´ (2011). Antimicrobial effect of essential oil isolated from Eucalyptus globulus Labill. from Montenegro.
C Busatta,R Vidal,A Popiolski,A Mossi,C Dariva,M Rodrigues,F Corazza,M Corazza,J Vladimir,R Oliveira,Cansian (2008). Application of Origanum majorana L. essential oil as an antimicrobial agent in sausage.
Patrícia Sartorelli,Alexandre Marquioreto,Adriana Amaral‐baroli,Marcos Lima,Paulo Moreno (2007). Chemical composition and antimicrobial activity of the essential oils from two species of Eucalyptus.
O Olajide,F Ajiya,A Ekhelar,S Awe,J Makinde,A (1999). Alada Biological effects of Myristica fragrans (nutmeg) extract.
I Rasooli,S Mirmostafa (2002). Antibacterial properties of Thymus pubescens and Thymus serpyllum essential oils.
H Dorman,S Deans (2000). Antimicrobial agents from plants: antibacterial activity of plant volatile oils.
Seyed Nabavi,Anna Marchese,Morteza Izadi,Valeria Curti,Maria Daglia,Seyed Nabavi (2015). Plants belonging to the genus Thymus as antibacterial agents: From farm to pharmacy.
N Lan-Phi,T Vy (2015). Unknown Title.
J Koudou,L Obame,B Kumulungui,P Edou,G Figueredo,J Chalchat,A Traore (2009). Unknown Title.
S Guzmán-Gutiérrez,R Gómez-Cansino,J García-Zebadúa,N Jiménez-Pérez,R Reyes-Chilpa (2012). Antidepressant activity of Litsea glaucescens essential oil: Identification of β-pinene and linalool as active principles.
Tatsuya Morita,Keiko Jinno,Hirokazu Kawagishi,Yasushi Arimoto,Hiroyuki Suganuma,Takahiro Inakuma,Kimio Sugiyama (2003). Hepatoprotective Effect of Myristicin from Nutmeg (Myristica fragrans) on Lipopolysaccharide/<scp>d</scp>-Galactosamine-Induced Liver Injury.
Hossni Ziyat,My Itto,Mustapha Ali,Abdelkhalek Riahi,Abdellah Karim,Jean-Claude Daran (2006). Convenient synthesis of new functionalized cyclopropanes from monoterpenic olefines.
K Fukui (1970). Formulation of the reaction coordinate.
Robert Parr,László Szentpály,Shubin Liu (1999). Electrophilicity Index.
Robert Parr,Ralph Pearson (1983). Absolute hardness: companion parameter to absolute electronegativity.
Luis Domingo,Patricia Pérez (2011). The nucleophilicity N index in organic chemistry.
G Kresse,J Furthmüllerb (1996). Efficiency of ab-initio total energy calculations for metals and semiconductors using a plane-wave basis set.
Abdellah Zeroual,Ahmed Benharref,Abdeslam El Hajbi (2015). Theoretical study of stereoselectivity of the [1 + 2] cycloaddition reaction between (1S,3R,8S)-2,2-dichloro-3,7,7,10-tetramethyltricyclo[6,4,0,01.3]dodec-9-ene and dibromocarbene using density functional theory (DFT) B3LYP/6-31G*(d).
Luis Domingo,Mar Ríos-Gutiérrez,Saeedreza Emamian (2016). Understanding the stereoselectivity in Brønsted acid catalysed Povarov reactions generating cis/trans CF3-substituted tetrahydroquinolines: a DFT study.
D Jornet,F Bosca,J Andreu,L Domingo,R Tormos,M Miranda (2016). Analysis of mebendazole binding to its target biomolecule by laser flash photolysis.
A Zeroual,R Hammal,A Hajbi (2015). A DFT Study of the [1+2] cycloaddition reactions of 2-[1, 3]dioxolan-2-ylidene-malononitrile, TCE and chlorocarbene.
Abdellah Zeroual,Ahmed Benharref,Abdeslam El Hajbi (2015). Theoretical study of stereoselectivity of the [1 + 2] cycloaddition reaction between (1S,3R,8S)-2,2-dichloro-3,7,7,10-tetramethyltricyclo[6,4,0,01.3]dodec-9-ene and dibromocarbene using density functional theory (DFT) B3LYP/6-31G*(d).
Luis Domingo,Mar Ríos-Gutiérrez,Patricia Pérez (2016). A new model for C-C bond formation processes derived from the Molecular Electron Density Theory in the study of the mechanism of [3+2] cycloaddition reactions of carbenoid nitrile ylides with electron-deficient ethylenes.
A Zeroual,M Zoubir,R Hammal,A Benharref,A Hajbi (2015). Understanding the Regioselectivity and Reactivity of Friedel-Crafts benzoylation Using Parr Functions.
A Zeroual,R Hammal,K Ryachi,A Barhoumi,A Benharref,A Hajbi (2014). Understanding the Regioselectivity and Reactivity of [Beta]-Himachalene Using Zeroual Function as a new Regioselectivity Descriptor.
A Zeroual,A (2015). Understanding the Regioselective and Molecular Mechanism of the TCE in Cycloaddtion Reaction (TCE+Cp) and Addition Reaction (TCE+HCl) using DFT calculation.

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Funding

No external funding was declared for this work.

Conflict of Interest

The authors declare no conflict of interest.

Ethical Approval

No ethics committee approval was required for this article type.

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Not applicable for this article.

How to Cite This Article

A. Zeroual. 2017. \u201cTheoretical Analysis of Reactivity and Regioselectivity in [1+2] Cycloaddtion Reaction of some Monoterpenes with Dichlorocarbene\u201d. Global Journal of Science Frontier Research - B: Chemistry GJSFR-B Volume 17 (GJSFR Volume 17 Issue B1): .

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GJSFR Volume 17 Issue B1
Pg. 7- 14

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Journal Specifications

Crossref Journal DOI 10.17406/GJSFR

Print ISSN 0975-5896

e-ISSN 2249-4626

Keywords

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Classification

GJSFR-B Classification: FOR Code: 030699

Submission ReceivedApril 6, 2017
Peer Review Double Blind
Handling Editor
Accepted May 2, 2017
Published May 15, 2017

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v1.2

Issue date

May 30, 2017

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Article Matrices

Total Score: 128

Country: Morocco

Subject: Global Journal of Science Frontier Research - B: Chemistry

Authors: A. Zeroual, M. Zoubir, M. El Idrissi, R. El Ajlaoui, A. El Haib, S. Abouricha, N. Mazoir, A. El Hajbi (PhD/Dr. count: 0)

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