Radical reactions of didehydroarenes with a 1,4-relationship

被引:15
作者
Amegayibor, FS [1 ]
Nash, JJ [1 ]
Kenttämaa, HI [1 ]
机构
[1] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA
关键词
D O I
10.1021/ja0360079
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A gas-phase study of the radical reactivities of didehydroarenes with a 1,4-relationship reveals that electronic effects (due to singlet?triplet state splittings) can be offset by polar effects. Copyright © 2003 American Chemical Society.
引用
收藏
页码:14256 / 14257
页数:2
相关论文
共 30 条
[1]   Chemical properties of a para-benzyne [J].
Amegayibor, FS ;
Nash, JJ ;
Lee, AS ;
Thoen, J ;
Petzold, CJ ;
Kenttämaa, HI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (41) :12066-12067
[2]   Model studies of hydrogen atom addition and abstraction processes involving ortho-, meta-, and para-benzynes [J].
Clark, AE ;
Davidson, ER .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (43) :10691-10698
[3]   Testing frontier orbital control: Kinetics of OH with ethane, propane, and cyclopropane from 180 to 360K [J].
Clarke, JS ;
Kroll, JH ;
Donahue, NM ;
Anderson, JG .
JOURNAL OF PHYSICAL CHEMISTRY A, 1998, 102 (48) :9847-9857
[4]  
Fossey J., 1995, FREE RADICALS ORGANI
[5]   ULTRAVIOLET PHOTOELECTRON-SPECTROSCOPY OF THE PHENIDE, BENZYL AND PHENOXIDE ANIONS, WITH ABINITIO CALCULATIONS [J].
GUNION, RF ;
GILLES, MK ;
POLAK, ML ;
LINEBERGER, WC .
INTERNATIONAL JOURNAL OF MASS SPECTROMETRY AND ION PROCESSES, 1992, 117 (1-3) :601-620
[6]   Polar effects control hydrogen-abstraction reactions of charged, substituted phenyl radicals [J].
Heidbrink, JL ;
Ramírez-Arizmendi, LE ;
Thoen, KK ;
Guler, L ;
Kenttämaa, HI .
JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (33) :7875-7884
[7]   REACTIONS OF EPIMERIC 2,2'-DIACETYL-1,1',2,2'-TETRAHYDRO-1,1'-BIISOQUINOLINES [J].
HENRY, RA ;
MOORE, DW ;
NIELSEN, AT .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (21) :3206-&
[8]   Fluorine substitution enhances the reactivity of substituted phenyl radicals toward organic hydrogen atom donors [J].
Li, RM ;
Smith, RL ;
Kenttamaa, HI .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (21) :5056-5061
[9]   Ab initio calculation of hydrogen abstraction reactions of phenyl radical and p-benzyne [J].
Logan, CF ;
Chen, P .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (08) :2113-2114
[10]   Theoretical studies of o-, m-, and p-benzyne negative ions [J].
Nash, JJ ;
Squires, RR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (47) :11872-11883