N,N'-BRIDGED 1,4,5,8-TETRAKIS(METHYLAMINO)NAPHTHALENES AND THEIR RADICAL CATIONS - COMPARISON WITH 1,4,5,8-TETRAKIS(DIMETHYLAMINO)NAPHTHALENE AND RELATED RADICAL CATIONS

被引:6
|
作者
BARTH, T [1 ]
NEUGEBAUER, FA [1 ]
机构
[1] MAX PLANCK INST MED RES,ORGAN CHEM ABT,D-69120 HEIDELBERG,GERMANY
来源
JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 17期
关键词
D O I
10.1021/jo00122a015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Syntheses of 3,8-dihydro-1,3,6,8-tetramethylpyrimido[4,5,6-gh]perimidine-2,7-(1H,6H)-dione (2), 1,2,3,6,7,8-hexahydro-1,3,6,8-tetramethylpyrimido[4,5,6-gh]perimidine (3), and 3,6,7,8-tetrahydro-1,3,6,8-tetramethylpyrimido[4,5,6-gh]perimidin-2(1H)-one (4) are reported. The corresponding radical cations were generated by oxidation with iodine or tris(4-bromophenyl)amminium hexachloroantimonate and were studied by ESR and ENDOR for comparison with the 1,4,5,8-tetrakis(dimethylamino)naphthalene radical cation (1(.+)), The ESR results of 2(.+)-4(.+), however, ave no indications which could explain the widely different exo (3.54 G) and endo (1.77 G) N-methyl proton splittings in 1(.+).
引用
收藏
页码:5401 / 5406
页数:6
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