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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

An interpretation of the phenol nitration mechanism in the gas phase using G3(MP2)//B3-CEP theory

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Author(s):
Romero Rocha, Carlos Murilo [1] ; Rosario Rodrigues, Jose Augusto [1] ; Samenho Moran, Paulo Jose [1] ; Custodio, Rogerio [1]
Total Authors: 4
Affiliation:
[1] Univ Estadual Campinas, Inst Quim, BR-13083970 Sao Paulo - Brazil
Total Affiliations: 1
Document type: Journal article
Source: Journal of Molecular Modeling; v. 20, n. 12 DEC 2014.
Web of Science Citations: 5
Abstract

G3(MP2)//B3-CEP theory was applied to study the mechanism of phenol nitration in the gas phase, as promoted by the electrophile NO2+. The results of studying this mechanism at the G3(MP2)//B3-CEP level pointed to the occurrence of a single-electron transfer (SET) from the aromatic pi-system to the nitronium ion prior to sigma-complex formation. The formation of an initial pi-complex between the nitronium ion and phenol was not observed. Excellent agreement between the activation barriers predicted by G3(MP2)//B3-CEP and those yielded by other, more accurate, versions of the G3 theory showed that the former is a useful tool for studying reaction mechanisms, as G3(MP2)//B3-CEP is much less computationally expensive than other high-level methods. (AU)

FAPESP's process: 13/08293-7 - CCES - Center for Computational Engineering and Sciences
Grantee:Munir Salomao Skaf
Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC