RETRACTED: One-pot synthesis of N-substituted diaza[12] annulenes (Retracted Article. See vol 9, pg 5139, 2007)

被引:7
作者
Yamaguchi, Isao [1 ]
Gobara, Yoshiaki [1 ]
Sato, Moriyuki [1 ]
机构
[1] Shimane Univ, Fac Sci & Engn, Dept Mat Sci, Matsue, Shimane 6908504, Japan
关键词
D O I
10.1021/ol061585q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
N-Substituted diaza[12]annulenes are obtained by one -pot reaction of N-(2,4-dinitrophenyl) pyridinium chloride with amines in moderate to high yields. The H-1 NMR spectrum reveals that diamagnetic ring current is generated in the diaza[12]annulene ring. The N-substituted diaza[12] annulenes are electrochemically active in solution.
引用
收藏
页码:4279 / 4281
页数:3
相关论文
共 25 条
[1]  
ANASTASSIOU AG, 1973, TETRAHEDRON LETT, P3805
[2]   EFFECT OF HETEROATOM ELECTRONEGATIVITY ON DEVELOPMENT OF DIATROPIC CHARACTER IN CIS,TRANS,CIS,TRANS,CIS,TRANS-AZA[13]ANNULENES [J].
ANASTASSIOU, AG ;
ELLIOTT, RL ;
REICHMAN.E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (25) :7823-7825
[3]  
ANASTASSIOU AG, 1970, CHEM COMMUN, P1133
[5]  
BECHER J, 1980, SYNTHESIS-STUTTGART, P589
[6]   DIAMINE-DIALDEHYDE CONDENSATIONS - SYNTHESIS OF AN ANNELATED DIAZA[12]ANNULENE [J].
BINDRA, AP ;
ELIX, JA .
TETRAHEDRON, 1970, 26 (15) :3749-+
[7]   Computational evaluation of the evidence for tri-trans-[12]annulene [J].
Castro, C ;
Karney, WL ;
Vu, CMH ;
Burkhardt, SE ;
Valencia, MA .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (09) :3602-3609
[8]   ION ASSOCIATION EFFECTS ON NUCLEAR MAGNETIC-RESONANCE PARAMETERS OF AROMATIC IONS .3. CYCLONONATETRAENYL ANION, CYCLOOCTATETRAENE DIANION, AND TROPYLIUM CATION [J].
COX, RH ;
HARRISON, LW ;
AUSTIN, WK .
JOURNAL OF PHYSICAL CHEMISTRY, 1973, 77 (02) :200-204
[9]   Anion radicals of Di-trans-[12]annulene and heptalene in a one-pot synthesis from a common fire retardant [J].
Gard, MN ;
Reiter, RC ;
Stevenson, CD .
ORGANIC LETTERS, 2004, 6 (03) :393-396
[10]   SYNTHESIS OF FULLY UNSATURATED 11-MEMBERED, 12-MEMBERED, 13-MEMBERED SULFUR HETEROCYCLES [J].
HOLMES, AB ;
SONDHEIM.F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (17) :5284-&