1,4-DIHYDRO-1,4-DIAZOCINE AND N,N'-DISUBSTITUTION PRODUCTS - RATIONAL SYNTHESIS

被引：34

作者：

ALTENBACH, HJ ^{[1
]}

STEGELMEIER, H ^{[1
]}

WILHELM, M ^{[1
]}

VOSS, B ^{[1
]}

LEX, J ^{[1
]}

VOGEL, E ^{[1
]}

机构：

[1] UNIV COLOGNE,INST ORGAN CHEM,D-5000 COLOGNE 41,FED REP GER

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1979年 / 18卷 / 12期

关键词：

D O I：

10.1002/anie.197909621

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rings having 10 delocalizable electrons are of interest as potentially aromatic compounds. The unsubstituted 1,4‐dihydro‐1,4‐diazocine 1 has now been prepared by two independent syntheses. Some N,N′‐disubstituted derivatives of this ring system were already known. On the basis of its chemical behavior, spectra, and planar structure (confirmed by X‐ray structure analysis), 1 is to be regarded as a 10π aromatic species. No prototropic shift to give 2 or 3 is observed. The character of the N,N′‐disubstituted derivatives 4 is critically dependent upon the substituents. (Figure Presented.) Copyright © 1979 by Verlag Chemie, GmbH, Germany

引用

页码：962 / 964

页数：3

共 24 条

[1] VALENCE TAUTOMERISM OF 1,4-DIOXOCIN WITH SYN-BENZENE DIOXIDE
ALTENBACH, HJ
VOGEL, E
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1972, 11 (10) : 937 - +
[2] ALTENBACH HJ, 1972, ANGEW CHEM, V84, P985
[3] ANASTASSIOU AG, 1973, TOP NONBENZENOID ARO, V1, P1
[4] STRUCTURE AND VALENCE ISOMERIZATION OF LL-Z1220 - ANTIBIOTIC CONTAINING A BENZENE DIOXIDE MOIETY
BORDERS, DB
LANCASTER, JE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (04) : 435 - 437
[5] BREUNINGER M, 1979, ANGEW CHEM, V18, P970
[6] BREUNINGER M, 1979, ANGEW CHEM S, V91, P1030
[7] SYNTHESIS AND PROPERTIES OF 6-ACETOXY-1,4-DITHIOCIN
EGGELTE, HJ
BICKELHAUPT, F
LOOPSTRA, BO
[J]. TETRAHEDRON, 1978, 34 (24) : 3631 - 3634
[8] SYNTHETIC STUDIES RELATED TO 1,4-DITHIOCIN
EGGELTE, HJ
BICKELHAUPT, F
[J]. TETRAHEDRON, 1977, 33 (16) : 2151 - 2156
[9] GOSSAUER A, 1974, CHEM PYRROLE, P7
[10] HESS BA, 1973, J AM CHEM SOC, V95, P3907, DOI 10.1021/ja00793a013

← 1 2 3 →