HETEROAROMATICITY .8. THE INFLUENCE OF (N)-UNDER-BAR-OXIDE FORMATION ON HETEROCYCLIC AROMATICITY

被引:51
作者
BIRD, CW
机构
[1] Department of Chemistry, King's College, The Strand, London
关键词
D O I
10.1016/S0040-4020(01)81927-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A recently described aromaticity index has been used to examine the changes in the aromaticity of nitrogen heterocycles that accompany their N-oxidation. Some instances are noted where there is an unforeseen increase in aromatic character. The aromaticity indices of isomeric furoxans can be a useful indication as to their relative stabilities.
引用
收藏
页码:8441 / 8448
页数:8
相关论文
共 64 条
[1]  
BARNES JF, 1979, J CHEM RES-S, P314
[2]   TETRAMETHYLENEFURAZAN N-OXIDE AT 125-K [J].
BARROW, MJ .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1982, 38 (JAN) :308-310
[3]   HETEROAROMATICITY .6. THE EFFECT OF MOLECULAR DISTORTION ON AROMATICITY [J].
BIRD, CW .
TETRAHEDRON, 1992, 48 (09) :1675-1682
[4]   HETEROAROMATICITY .5. A UNIFIED AROMATICITY INDEX [J].
BIRD, CW .
TETRAHEDRON, 1992, 48 (02) :335-340
[5]  
BIRD CW, 1985, TETRAHEDRON, V41, P1409, DOI 10.1016/S0040-4020(01)96543-3
[6]   THE APPLICATION OF A NEW AROMATICITY INDEX TO 6-MEMBERED RING HETEROCYCLES [J].
BIRD, CW .
TETRAHEDRON, 1986, 42 (01) :89-92
[7]   CRYSTAL-STRUCTURE OF THE COMPLEX BETWEEN 7,7,8,8-TETRACYANOQUINODIMETHANE AND 1-OXIDE-2-PHENYL-QUINOLINE [J].
BOCELLI, G ;
CANTONI, A ;
GIORGINI, E ;
TOSI, G .
JOURNAL OF CRYSTALLOGRAPHIC AND SPECTROSCOPIC RESEARCH, 1990, 20 (05) :419-423
[8]   BENZOTRIAZOLE 1-OXIDE AND 1-HYDROXYBENZOTRIAZOLE, C6H5N3O - STRUCTURES OF BOTH TAUTOMERIC FORMS [J].
BOSCH, R ;
JUNG, G ;
WINTER, W .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1983, 39 (AUG) :1089-1092
[9]   BENZFURAZAN 1-OXIDE [J].
BRITTON, D ;
OLSON, JM .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1979, 35 (DEC) :3076-3078
[10]   2-PHENYLQUINAZOLINE 1,3-DIOXIDE [J].
BROWN, KL ;
GAINSFORD, GJ .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 1979, 35 (SEP) :2276-2278