GENERAL GRAPH-THEORY OF SUPERAROMATICITY

被引:27
作者
AIHARA, J
机构
关键词
D O I
10.1246/bcsj.66.57
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A conjugated super-ring molecule with a cavity inside may exhibit superaromaticity, i.e., extra thermodynamic stabilization due to the super-ring structure. General graph theory of superaromaticity was developed so as to analyze superaromatic character of all kinds of conjugated super-ring molecules. Typical conjugated super-ring molecules, such as kekulene, azulenoid kekulene, anti-kekulene, octadecabenzokekulene, hexa-m-phenylene, and hexabenz[18]annulene, were predicted to be essentially non-superaromatic.
引用
收藏
页码:57 / 60
页数:4
相关论文
共 26 条
[1]   NUMBER OF AROMATIC SEXTETS IN A BENZENOID HYDROCARBON [J].
AIHARA, J .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (05) :1429-1430
[2]   GENERALIZED TOTAL PI-ENERGY INDEX FOR A CONJUGATED HYDROCARBON [J].
AIHARA, J .
JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (14) :2488-2490
[3]   WHY AROMATIC-COMPOUNDS ARE STABLE [J].
AIHARA, J .
SCIENTIFIC AMERICAN, 1992, 266 (03) :62-68
[4]   NEW DEFINITION OF DEWAR-TYPE RESONANCE ENERGIES [J].
AIHARA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (10) :2750-2758
[5]   IS SUPERAROMATICITY A FACT OR AN ARTIFACT - THE KEKULENE PROBLEM [J].
AIHARA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (03) :865-868
[6]   IS SUPERBENZENE SUPERAROMATIC [J].
CIOSLOWSKI, J ;
OCONNOR, PB ;
FLEISCHMANN, ED .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (04) :1086-1089
[7]  
Clar E., 1972, AROMATIC SEXTET
[8]   CONJUGATION IN MACROCYCLIC SYSTEMS .27. BENZENOID VERSUS ANNULENOID AROMATICITY - SYNTHESIS AND PROPERTIES OF KEKULENE [J].
DIEDERICH, F ;
STAAB, HA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1978, 17 (05) :372-374
[9]   NOVEL SYNTHESIS OF THE ANGULAR [3]PHENYLENE (TERPHENYLENE) BY COBALT-CATALYZED CYCLIZATION OF BIS(2-ETHYNYLPHENYL)ETHYNE - A MOLECULE WITH AN INTERNAL CYCLOHEXATRIENE RING [J].
DIERCKS, R ;
VOLLHARDT, KPC .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (03) :266-268
[10]   CONJUGATION IN MACROCYCLIC BONDING SYSTEMS .20. ORDER OF CHARACTER, MAGNETIC SUSCEPTIBILITY AND CHEMICAL-SHIFTS OF CORANNULENES [J].
EGE, G ;
VOGLER, H .
THEORETICA CHIMICA ACTA, 1972, 26 (01) :55-&