Theoretical Study of Hydrotreating Process in Small Heterocyclic Rings

M. Hafied

doi:10.14233/ajchem.2016.19328

Issue

Vol. 28 No. 2 (2016): Vol 28 Issue 2

Issue Published : November 3, 2015

This work is licensed under a Creative Commons Attribution 4.0 International License.

Theoretical Study of Hydrotreating Process in Small Heterocyclic Rings

https://doi.org/10.14233/ajchem.2016.19328

M. Hafied

Laboratoire de Chimie des Matériaux et des Vivants-Activité Réactivité (LCMV-AR), Departement of Chemistry, Faculty of Science, El-Hadj Lakhdar University, 05000 Batna, Algeria

Corresponding Author(s) : M. Hafied

hafied_meriem@yahoo.fr

Asian Journal of Chemistry, Vol. 28 No. 2 (2016): Vol 28 Issue 2
Article Published : November 3, 2015

Abstract

A theoretical investigation has been made by use of DFT-B3lyp/cc-pvdz calculation levels, to clarify at the atomic scale of the hydrotreating process which depends on the removal of sulfur, nitrogen and oxygen atoms from the small heterocyclic rings such as thiirane, aziridine and oxyrane. Activation of C-S, C-N and C-O bonds has been done via a simple and a double protonation followed by a full optimization of geometry. Critical points on the potential energy surface, of the protonated systems, were located by use of the frequency calculation. Present results indicate that the small protonated heterocyclic rings have revealed a carbocationic system as organic reactive intermediates presented by a complex with a weak interaction. In addition, proton affinities and charge delocalizations based on NBO analysis have been taken to check the ability of the lone pair of heteroatoms to participate in the formation of H-S, H-N or H-O bonds.

Keywords

DFT Hydrotreating processes Carbocationic system Small heterocyclic rings NBO analysis

Hafied, M. (2015). Theoretical Study of Hydrotreating Process in Small Heterocyclic Rings. Asian Journal of Chemistry, 28(2), 355–358. https://doi.org/10.14233/ajchem.2016.19328

Download Citation

References

J.T. Miller, W.J. Reagan, J.A. Kaduk, C.L. Marshall and A.J. Kropf, J. Catal., 193, 123 (2000); doi:10.1006/jcat.2000.2873.
H.C. Lee and J.B. Butt, J. Catal., 49, 320 (1977); doi:10.1016/0021-9517(77)90272-X.
Y. Kawaguchi, I.G.D. Lana and F.D. Otto, Can. J. Chem. Eng., 56, 65 (1978); doi:10.1002/cjce.5450560109.
D. Duayne Whitehurst, T. Isoda and I. Mochida, Adv. Catal., 42, 345 (1998); doi:10.1016/S0360-0564(08)60631-8.
I.V. Babich, Fuel, 82, 607 (2003); doi:10.1016/S0016-2361(02)00324-1.
X. Dupain, L.J. Rogier, E.D. Gamas, M. Makkee and J.A. Moulijn, Appl. Catal. A, 238, 223 (2003); doi:10.1016/S0926-860X(02)00367-8.
W.J.J. Welters, V.H.J. de Beer and R.A. van Santen, Appl. Catal. A, 119, 253 (1994); doi:10.1016/0926-860X(94)85195-6.
X. Saintigny, R.A. van Santen, S. Cle’mendot and F. Hutschka, J. Catal., 183, 107 (1999); doi:10.1006/jcat.1998.2384.
S.-H. Xu, M.-Y. Zhang, Y.-Y. Zhao, B.-G. Chen, J. Zhang and C.-C. Sun, J. Chem. Phys. Lett., 421, 444 (2006); doi:10.1016/j.cplett.2006.01.038.
B.I. Dunlap, J. Mol. Struct.(THEOCHEM.), 529, 37 (2000); doi:10.1016/S0166-1280(00)00528-5.
M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez and J.A. Pople, Gaussian 03, Revision B.04, Gaussian, Inc., Wallingford CT (2004).
M.C. Boehm, R.V.C. Carr, R. Gleiter and L.A. Paquette, J. Am. Chem. Soc., 102, 7218 (1980); doi:10.1021/ja00544a008.
A.E. Reed and F. Weinhold, J. Chem. Phys., 78, 4066 (1983); doi:10.1063/1.445134.
J.K. Badenhoop and F. Weinhold, Int. J. Quantum Chem., 72, 269 (1999); doi:10.1002/(SICI)1097-461X(1999)72:4<269::AID-QUA9>3.0.CO;2-8.
M. Hafied and M. Belloum, J. Comput. Theor. Nanosci., 5, 1420 (2008); doi:10.1166/jctn.2008.030.
M. Hafied and M. Belloum, J. Comput. Theor. Nanosci., 9, 77 (2012); doi:10.1166/jctn.2012.1999.

References

J.T. Miller, W.J. Reagan, J.A. Kaduk, C.L. Marshall and A.J. Kropf, J. Catal., 193, 123 (2000); doi:10.1006/jcat.2000.2873.

H.C. Lee and J.B. Butt, J. Catal., 49, 320 (1977); doi:10.1016/0021-9517(77)90272-X.

Y. Kawaguchi, I.G.D. Lana and F.D. Otto, Can. J. Chem. Eng., 56, 65 (1978); doi:10.1002/cjce.5450560109.

D. Duayne Whitehurst, T. Isoda and I. Mochida, Adv. Catal., 42, 345 (1998); doi:10.1016/S0360-0564(08)60631-8.

I.V. Babich, Fuel, 82, 607 (2003); doi:10.1016/S0016-2361(02)00324-1.

X. Dupain, L.J. Rogier, E.D. Gamas, M. Makkee and J.A. Moulijn, Appl. Catal. A, 238, 223 (2003); doi:10.1016/S0926-860X(02)00367-8.

W.J.J. Welters, V.H.J. de Beer and R.A. van Santen, Appl. Catal. A, 119, 253 (1994); doi:10.1016/0926-860X(94)85195-6.

X. Saintigny, R.A. van Santen, S. Cle’mendot and F. Hutschka, J. Catal., 183, 107 (1999); doi:10.1006/jcat.1998.2384.

S.-H. Xu, M.-Y. Zhang, Y.-Y. Zhao, B.-G. Chen, J. Zhang and C.-C. Sun, J. Chem. Phys. Lett., 421, 444 (2006); doi:10.1016/j.cplett.2006.01.038.

B.I. Dunlap, J. Mol. Struct.(THEOCHEM.), 529, 37 (2000); doi:10.1016/S0166-1280(00)00528-5.

M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, H.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gill, B. Johnson, W. Chen, M.W. Wong, C. Gonzalez and J.A. Pople, Gaussian 03, Revision B.04, Gaussian, Inc., Wallingford CT (2004).

M.C. Boehm, R.V.C. Carr, R. Gleiter and L.A. Paquette, J. Am. Chem. Soc., 102, 7218 (1980); doi:10.1021/ja00544a008.

A.E. Reed and F. Weinhold, J. Chem. Phys., 78, 4066 (1983); doi:10.1063/1.445134.

J.K. Badenhoop and F. Weinhold, Int. J. Quantum Chem., 72, 269 (1999); doi:10.1002/(SICI)1097-461X(1999)72:4<269::AID-QUA9>3.0.CO;2-8.

M. Hafied and M. Belloum, J. Comput. Theor. Nanosci., 5, 1420 (2008); doi:10.1166/jctn.2008.030.

M. Hafied and M. Belloum, J. Comput. Theor. Nanosci., 9, 77 (2012); doi:10.1166/jctn.2012.1999.

Issue

Vol. 28 No. 2 (2016): Vol 28 Issue 2

Theoretical Study of Hydrotreating Process in Small Heterocyclic Rings

Corresponding Author(s) : M. Hafied

Abstract

Keywords

Full Article

Download Citation

References

Table Of Contents