Insights into the Structure and Reactivity of Acylperoxo Complexes in the Kochi-Jacobsen-Katsuki Catalytic System. A Density Functional Study

Journal of the American Chemical Society

Volumn 125, Issue 45, 2003, Pages 13879-13889

  Khavrutskii, Ilja V ^a   Musaev, Djamaladdin G ^a   Morokuma, Keiji ^a  

^a EMORY UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

POTENTIAL ENERGY SURFACE (PES);

ALDEHYDES; CHEMICAL BONDS; GROUND STATE; ISOMERS; MOLECULAR STRUCTURE; PROBABILITY DENSITY FUNCTION;

ORGANIC ACIDS;

ACID; ACYLPEROXO COMPLEX; ALDEHYDE DERIVATIVE; MANGANESE DERIVATIVE; NITROGEN; ORGANIC COMPOUND; OXYGEN; PEROXIDE; UNCLASSIFIED DRUG;

ACCELERATION; ARTICLE; CALCULATION; CATALYSIS; CATALYST; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; DENSITY FUNCTIONAL THEORY; DISSOCIATION; ENANTIOSELECTIVITY; ENERGY TRANSFER; GEOMETRY; ISOMER; MOLECULAR STABILITY; REACTION ANALYSIS; STRUCTURE ANALYSIS; SYNTHESIS; TECHNIQUE; THERMODYNAMICS;

EID: 0242490490     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0343656     Document Type: Article

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62. The mentioned energy differences between the quintet, triplet and singlet states of the various isomers of the complex 2 have been obtained with the hybrid density functional, namely B3LYP, the accuracy of which, has been a subject of numerous investigations in the literature. (Khavratskii, I. V.; Musaev, D. G.; Morokuma, K. Inorg. Chem. 2003, 42, 2606-2621; Abashkin, Y. G.; Collins, J. R.; Burt, S. K. Inorg. Chem. 2001, 40, 4040-4048; Brandt, P.; Norrby, P.-O.; Daly, A. M.; Gilheany, D. G. Chem.-Eur. J. 2002, 8, 4299-4307; Reiher, M.; Salomon, O.; Hess, B. A. Theor. Chem. Acc. 2001, 107, 48-55) It is suspected that the hybrid B3LYP functional may overestimate energies of the low spin states, due to the Hartree-Fock contribution in the Becke's three parameter exchange functional (B3). Therefore, to estimate possible error margins in the referred energy splittings, we have performed single point energy calculations for the isomers 2-cis(O,N) and 2-cis(N,O) with nonhybrid BPW9I functional. In these calculations we used the geometries optimized at the B3LYP level.
63. The mentioned energy differences between the quintet, triplet and singlet states of the various isomers of the complex 2 have been obtained with the hybrid density functional, namely B3LYP, the accuracy of which, has been a subject of numerous investigations in the literature. (Khavratskii, I. V.; Musaev, D. G.; Morokuma, K. Inorg. Chem. 2003, 42, 2606-2621; Abashkin, Y. G.; Collins, J. R.; Burt, S. K. Inorg. Chem. 2001, 40, 4040-4048; Brandt, P.; Norrby, P.-O.; Daly, A. M.; Gilheany, D. G. Chem.-Eur. J. 2002, 8, 4299-4307; Reiher, M.; Salomon, O.; Hess, B. A. Theor. Chem. Acc. 2001, 107, 48-55) It is suspected that the hybrid B3LYP functional may overestimate energies of the low spin states, due to the Hartree-Fock contribution in the Becke's three parameter exchange functional (B3). Therefore, to estimate possible error margins in the referred energy splittings, we have performed single point energy calculations for the isomers 2-cis(O,N) and 2-cis(N,O) with nonhybrid BPW9I functional. In these calculations we used the geometries optimized at the B3LYP level.
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75. 3A spin states, we applied the Yamaguchi correction scheme (Yamaguchi, K. Chem. Phys. Lett. 1988, 149, 537-542; Yamaguchi, K.; Fukui, H.; Fueno, T. Chem. Lett. 1986, 625-628) as described in our previous paper. (Khavrutskii, I. V.; Musaev, D. G.; Morokuma, K. Inorg. Chem. 2003, 42, 2606-2621)
76. 3A spin states, we applied the Yamaguchi correction scheme (Yamaguchi, K. Chem. Phys. Lett. 1988, 149, 537-542; Yamaguchi, K.; Fukui, H.; Fueno, T. Chem. Lett. 1986, 625-628) as described in our previous paper. (Khavrutskii, I. V.; Musaev, D. G.; Morokuma, K. Inorg. Chem. 2003, 42, 2606-2621)
77. 3A spin states, we applied the Yamaguchi correction scheme (Yamaguchi, K. Chem. Phys. Lett. 1988, 149, 537-542; Yamaguchi, K.; Fukui, H.; Fueno, T. Chem. Lett. 1986, 625-628) as described in our previous paper. (Khavrutskii, I. V.; Musaev, D. G.; Morokuma, K. Inorg. Chem. 2003, 42, 2606-2621)
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