Reactivity and regioselectivity in the ring opening of 2-substituted non-activated aziridines: A density functional theory based analysis

被引：12

作者：

Baruah, Bhupen ^{[1
]}

Deuri, Sanjib ^{[2
]}

Phukan, Prodeep ^{[1
]}

机构：

[1] Gauhati Univ, Dept Chem, Gauhati 781001, Assam, India

[2] MC Coll, Dept Chem, Barpeta 781301, Assam, India

来源：

COMPUTATIONAL AND THEORETICAL CHEMISTRY | 2014年 / 1027卷

关键词：

Non-activated aziridine; Conceptual DFT; Electrophilicity index; Fukui function; Local electrophilicity index; ELECTROPHILICITY;

D O I：

10.1016/j.comptc.2013.11.005

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Non-activated aziridines are the aziridines with an electron-donating group at nitrogen. Conceptual Density Functional Theory (DFT) based descriptors have been used to rationalize the observed activation and regioselectivity in the ring opening of 2-substituted non-activated aziridines via aziridinium intermediate. Reactivity indices such as electrophilicity index (omega), condensed Fukui function for nucleophilic attack (f(k)(+)) and local electrophilicity index (omega(+)(k)) have adequately and efficiently rationalized the observed activation and regioselectivity. (C) 2013 Elsevier B.V. All rights reserved.

引用

页码：197 / 202

页数：6

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