4,7-DIMETHYL-4,7-DIHYDRO[1,2,5]THIADIAZOLO[3,4-B]PYRAZINE, A NOVEL ELECTRON-DONOR WITH A 12-PI-ELECTRON RING-SYSTEM

被引：14

作者：

YAMASHITA, Y ^{[1
]}

EGUCHI, J ^{[1
]}

SUZUKI, T ^{[1
]}

KABUTO, C ^{[1
]}

MIYASHI, T ^{[1
]}

TANAKA, S ^{[1
]}

机构：

[1] TOHOKU UNIV,FAC SCI,DEPT CHEM,SENDAI,MIYAGI 980,JAPAN

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 06期

关键词：

D O I：

10.1002/anie.199006431

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A very low first oxidation potential (0.15 V vs SCE) characterizes the 12π‐electron title compound 1, which is formed by reduction of the corresponding 14π‐electron system with potassium and trapping of the dianion with methyl iodide. Reaction of 1 with the electron acceptor 2 affords conducting charge‐transfer complexes (σ = 5.6 × 10−2 S cm−1). (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany

引用

页码：643 / 645

页数：3

共 14 条

[1] CHARGE-TRANSFER AND ADDITION-PRODUCTS BETWEEN ALKYLATED PHENAZINE DONORS AND ETHANETETRACARBONITRILE (TCNE) - CRYSTAL AND MOLECULAR-STRUCTURE OF THE DYE 2,2'-(2,3,5,10-TETRAHYDRO-5,10-DIMETHYLPHENAZINE-2,3-DIYLIDENE)BIS(PROPANEDINITRILE) (TMPP [J].

DIETZ, K ;

KELLER, HJ ;

NOTHE, D ;

WEHE, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (26) :7581-7585

[2] MOLECULAR, ELECTRONIC, AND CRYSTAL-STRUCTURE OF NAPHTHOL[1,8-CD-4,5-'D']BIS[1,2,6]THIADIAZINE [J].

GIEREN, A ;

LAMM, V ;

HADDON, RC ;

KAPLAN, ML .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (24) :7277-7281

[3]

HAFELING.G, 1970, CHEM BER-RECL, V103, P2902, DOI 10.1002/cber.19701030929

[4] CRYSTAL AND MOLECULAR-STRUCTURE OF BIS-1,2,5-THIADIAZOLOTETRACYANO-QUINODIMETHANE - A NOVAL ACCEPTOR FORMING HIGHLY CONDUCTIVE COMPLEXES [J].

KABUTO, C ;

SUZUKI, T ;

YAMASHITA, Y ;

MUKAI, T .

CHEMISTRY LETTERS, 1986, (09) :1433-1436

[5] N,N'-DIALKYL-PYRAZINIUM AND QUINOXALINIUM SALTS - N-HETEROCYCLIC REDOX SYSTEMS WITH THE RADICAL CATION INTERMEDIATE AS MOST PERSISTENT OXIDATION-STATE [J].

KAIM, W .

HETEROCYCLES, 1985, 23 (06) :1363-1366

[6] ORGANOMETAL-STABILIZED 1,4-DIHYDROPYRAZINES - EXTREMELY ELECTRON-RICH HETEROCYCLES [J].

KAIM, W .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (6-7) :600-601

[7]

Kaim W., 1981, ANGEW CHEM, V93, P621

[8] CHEMISTRY OF 1,2,5-THIADIAZOLES .5. SYNTHESIS OF 3,4-DIAMINO-1,2,5-THIADIAZOLE AND [1,2,5]THIADIAZOLO[3,4-B]PYRAZINES [J].

KOMIN, AP ;

CARMACK, M .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1976, 13 (01) :13-22

[9] SUBSTITUTED QUINODIMETHANS .8. SALTS DERIVED FROM 7,7,8,8-TETRACYANOQUINODIMETHAN ANION-RADICAL AND BENZOLOGUES OF QUATERNARY PYRAZINIUM CATIONS [J].

MELBY, LR .

CANADIAN JOURNAL OF CHEMISTRY, 1965, 43 (05) :1448-&

[10]

NELSON RF, 1967, Z ANAL CHEM FRESENIU, V224, P184

← 1 2 →