Relationship between local reactivity indices and the hammett constant for isatoic anhydride and its derivatives

Authors

  • José S. Durand-Niconoff,

    1. Instituto de Ciencias Básicas, Universidad Veracruzana, Luis Castelazo Ayala S/N, Col. Industrial-Ánimas, C.P. 91190, Xalapa, Veracruz, México
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  • Luis Cruz-Kuri,

    1. Instituto de Ciencias Básicas, Universidad Veracruzana, Luis Castelazo Ayala S/N, Col. Industrial-Ánimas, C.P. 91190, Xalapa, Veracruz, México
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  • Jesús S. Cruz-Sánchez,

    1. Instituto de Ciencias Básicas, Universidad Veracruzana, Luis Castelazo Ayala S/N, Col. Industrial-Ánimas, C.P. 91190, Xalapa, Veracruz, México
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  • Myrna H. Matus,

    Corresponding author
    1. Unidad de Servicios de Apoyo en Resolución Analítica, Universidad Veracruzana, A.P. 575, Xalapa, Veracruz, México
    • Unidad de Servicios de Apoyo en Resolución Analítica, Universidad Veracruzana, A.P. 575, Xalapa, Veracruz, México
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  • Fernando R. Ramos-Morales

    Corresponding author
    1. Unidad de Servicios de Apoyo en Resolución Analítica, Universidad Veracruzana, A.P. 575, Xalapa, Veracruz, México
    • Unidad de Servicios de Apoyo en Resolución Analítica, Universidad Veracruzana, A.P. 575, Xalapa, Veracruz, México
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Abstract

Local reactivity is obtained for isatoic anhydride (ISA) (2H 3,1-benzoxazin-2,4(1H)-dione) and 20 of its derivatives, using reactivity indices such as: local softness, condensed Fukui function, relative electrophilicity index, and relative nucleophilicity index. The local reactivity results for ISA show the best sites for a nucleophilic attack and for an electrophilic attack. A linear model is proposed from statistical methods to describe the substituent effect for the relationship between gas phase reactivity indices with respect to the Hammett constant values. © 2012 Wiley Periodicals, Inc.

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