ELECTROCHEMICAL PROPERTY AND FORMATION OF THE CATION RADICAL AND DICATION OF DINAPHTHO[1,8-B,C]-1,5-DITHIOCIN

被引:23
作者
FUJIHARA, H
CHIU, JJ
FURUKAWA, N
机构
关键词
D O I
10.1246/cl.1990.2217
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new symmetrical dithio peri-bridged naphthalene, dinaphthol[1,8-b,c]-1,5-dithiocin (1) has been synthesized. The cyclic voltammogram of 1 showed one reversible oxidation peak. ESR spectrum of the concd H2SO4 solution of 1 showed the formation of the cation radical. The formation of the dictation of 1 was observed in the reaction of the corresponding monosulfoxide with concd D2SO4 by both high-field H-1 and C-13 NMR spectroscopy.
引用
收藏
页码:2217 / 2220
页数:4
相关论文
共 14 条
[1]   STRUCTURES OF THE RADICAL CATION AND DICATION FROM OXIDATION OF 1,6-DIAZABICYCLO[4.4.4]TETRADECANE [J].
ALDER, RW ;
ORPEN, AG ;
WHITE, JM .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (14) :949-951
[2]  
ALDER RW, 1982, CHEM AMINO NITROSO N, pCH18
[3]   STABILIZATION OF OXIDIZED SULFUR CENTERS IN ORGANIC SULFIDES - RADICAL CATIONS AND ODD-ELECTRON SULFUR-SULFUR BONDS [J].
ASMUS, KD .
ACCOUNTS OF CHEMICAL RESEARCH, 1979, 12 (12) :436-442
[4]  
BARD AJ, 1976, ADV PHYSICAL ORGANIC, V13, P155
[5]  
BARRY G, 1966, B SOC CHIM FR, P2510
[6]   TRANS-ANNULAR SULFUR-SULFUR INTERACTION IN 3,7,9-TRITHIABICYCLO[3.3.1]NONANE AS A NEW CYCLIC TRIS-SULFIDE - QUEST FOR THE INTRABRIDGED DITHIA DICATION [J].
FUJIHARA, H ;
AKAISHI, R ;
FURUKAWA, N .
TETRAHEDRON LETTERS, 1989, 30 (33) :4399-4402
[7]   1,5-DISELENACYCLO-OCTANE - SYNTHESIS AND THE 1ST ISOLATION OF THE DISELENIDE PF6-SALT [R2SE+-SE+R2] [J].
FUJIHARA, H ;
AKAISHI, R ;
ERATA, T ;
FURUKAWA, N .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (23) :1789-1790
[8]  
FUJIHARA H, 1989, J MOL STRUC-THEOCHEM, V186, P261
[9]   SULFUR SULFUR LONE PAIR AND SULFUR NAPHTHALENE INTERACTIONS IN NAPHTHO[1,8-B,C]-1,5-DITHIOCIN [J].
GLASS, RS ;
ANDRUSKI, SW ;
BROEKER, JL ;
FIROUZABADI, H ;
STEFFEN, LK ;
WILSON, GS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (11) :4036-4045
[10]   SYNTHESIS OF SOME DIPHENYL AND TRIPHENYL DERIVATIVES OF ANTHRACENE AND NAPHTHALENE [J].
HOUSE, HO ;
CAMPBELL, WJ ;
KOEPSELL, DG .
JOURNAL OF ORGANIC CHEMISTRY, 1972, 37 (07) :1003-&