1,3-DIOXOLIUM, 1,3-DITHIOLIUM AND 1,3-DISELENOLIUM IONS - AROMATIC STRUCTURES OR CARBENIUM IONS STABILIZED BY HETEROATOMS

被引:19
作者
TIMM, U
PLUCKEN, U
PETERSEN, H
MEIER, H
机构
[1] Institut Für Organische Chemie, Universität Tübingen
关键词
D O I
10.1002/jhet.5570160702
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Protonation of the bases 6, 7 and 8 with trifluoroacetic acid was investigated on the basis of 1–3C‐nmr measurements. Two models for the generated ions 1–3 are discussed. A decision is possible in favour of carbenium ions, which are stabilized by adjacent heteroatoms. Copyright © 1979 Journal of Heterocyclic Chemistry
引用
收藏
页码:1303 / 1306
页数:4
相关论文
共 26 条
[1]   VOLTAMMETRIC STUDY OF SEVERAL OXYGEN, SULFUR AND SELENIUM HETEROCYCLIC CARBONIUM-IONS IN ACETONITRILE [J].
BRAUN, RD ;
GREEN, DC .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1977, 79 (02) :381-390
[2]  
BUHL H, CHEM BER, V111
[3]   DITHIOLIUM DERIVATIVES .I. 2-DIALKYLAMINO-1,3-DITHIOLIUM PERCHLORATES [J].
CAMPAIGNE, E ;
JACOBSEN, NW .
JOURNAL OF ORGANIC CHEMISTRY, 1964, 29 (07) :1703-&
[4]   1,4-DIOXA-2,3-BENZOFULVALENE FROM THERMOLYSIS OF 1,2-BENZOQUINONE 2-DIAZIDE [J].
CLINGING, R ;
DEAN, FM ;
MITCHELL, GH .
TETRAHEDRON, 1974, 30 (22) :4065-4067
[5]  
Dimroth K., 1965, ANGEW CHEM, V77, P863
[6]  
ENGLER EM, 1975, TETRAHEDRON LETT, P1259
[7]  
HAMILTON RD, 1977, CHEM HETEROCYCLIC CO, V30, P271
[8]  
Hurtley WRH, 1926, J CHEM SOC, P2263
[9]  
Hurtley WRH, 1926, J CHEM SOC, P1821
[10]  
KIRMSE W, 1958, LIEBIGS ANN CHEM, V614, P4