Intrinsic reactivity index as a single scale directed toward both electrophilicity and nucleophilicity using frontier molecular orbitals

被引：35
|
作者：
Kiyooka, Syun-ichi [1 ]
Kaneno, Daisuke [1 ]
Fujiyama, Ryoji [1 ]
机构：
[1] Kochi Univ, Fac Sci, Dept Mat Sci, Kochi 7808520, Japan
来源：
TETRAHEDRON | 2013年 / 69卷 / 21期
关键词：
Intrinsic reactivity index; Single reactivity scale; Electrophilicity; Nucleophilicity; HOMO and LUMO; GAS-PHASE BASICITIES; LEAVING GROUP; IONIZATION-POTENTIALS; NUCLEOFUGALITY SCALE; PROTON AFFINITIES; ELECTRONIC THEORY; CONSISTENT; ACIDITIES; HARDNESS; HYDROCARBONS;
D O I：
10.1016/j.tet.2013.03.083
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A theoretical intrinsic reactivity index (IRI) is introduced through analysis of the CO, E correlation (Tetrahedron Lett. 2013, 54, 339-342). The index is valid as a single scale directed toward both electrophilicity and nucleophilicity using the energy levels of frontier molecular orbitals. Linear correlations of IRI values with various chemical properties are available for a wide range of reactivity. A striking example of a fair linear correlation of IRI values of benzhydryl cations with Mayr's electrophilicity parameter E is described. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4247 / 4258
页数：12
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