How Does Nucleophilic Aromatic Substitution in Nitroarenes Really Proceed: General Mechanism

被引:31
|
作者
Makosza, Mieczyslaw [1 ]
机构
[1] Polish Acad Sci, Inst Organ Chem, Ul Kasprzaka 44-52, PL-01224 Warsaw, Poland
来源
SYNTHESIS-STUTTGART | 2017年 / 49卷 / 15期
关键词
carbanions; vicarious substitution; ONSH; nitrosoarenes; nucleophilic addition; ORGANIC-ANIONS; GRIGNARD-REAGENTS; NITRO-COMPOUNDS; HYDROGEN; CARBANIONS; DERIVATIVES; AMINATION; NITROBENZENES; HYDROXYLATION; CONDENSATION;
D O I
10.1055/s-0036-1588444
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
On the basis of previously published experimental studies and ab initio calculations, a general corrected mechanism of nucleophilic aromatic substitution was formulated. It was shown that conventional nucleophilic substitution of halogens is a slow secondary reaction whereas nucleophilic substitution of hydrogen is the fast primary process. The general mechanism embraces both of these alternative and complementary reactions.
引用
收藏
页码:3247 / 3254
页数:8
相关论文
共 50 条