Analytical derivation of the Huckel "4n+2 rule"

被引：3

作者：

Mayer, Istvan ^{[1
]}

机构：

[1] Hungarian Acad Sci, Chem Res Ctr, H-1525 Budapest, Hungary

来源：

THEORETICAL CHEMISTRY ACCOUNTS | 2010年 / 125卷 / 3-6期

基金：

匈牙利科学研究基金会;

关键词：

Aromaticity; Antiaromaticity; Huckel 4n+2 rule; Topology of MO nodes; POLYENES;

D O I：

10.1007/s00214-008-0504-x

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The "4n + 2 rule" is derived analytically at the level of the simple Huckel theory for neutral even-membered chains, their double ions, as well as cations and anions of the odd-membered chains, by determining the first order energetic effect of the ring closure. The topological background of the "4n + 2 rule" is also briefly discussed.

引用

页码：203 / 206

页数：4

共 50 条

[21] Tautomerisation of thymine acts against the Huckel 4N+2 rule. The effect of metal ions and H-bond complexations on the electronic structure of thymine
Stasyuk, Olga A.
Szatylowicz, Halina
Krygowski, Tadeusz M.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (33) : 6476 - 6483
[22] 4N+2 SYSTEMS - SPIROOXAZINES
CHU, NYC
PHOTOCHROMISM: MOLECULES AND SYSTEMS, 1990, 40 : 493 - 509
[23] 4N+2 SYSTEMS - SPIROPYRANS
GUGLIELMETTI, R
PHOTOCHROMISM: MOLECULES AND SYSTEMS, 1990, 40 : 314 - 466
[24] The complex roles of 4N and 4N+2 rings in determining Huckel-level kinetic Stabilities of even alternant hydrocarbons
Langler, Richard F.
AUSTRALIAN JOURNAL OF CHEMISTRY, 2008, 61 (01) : 26 - 35
[25] 4N+2 SYSTEMS - FULGIDES
WHITTAL, J
PHOTOCHROMISM: MOLECULES AND SYSTEMS, 1990, 40 : 467 - 492
[26] The Impact of Antiaroniatic Subunits in [4n+2] π-Systems: Bispentalenes with [4n+2] π-Electron Perimeters and Antiaromatic Character
Cao, Jing
London, Gabor
Dumele, Oliver
Rekowski, Margarete von Wantoch
Trapp, Nils
Ruhlmann, Laurent
Boudon, Corinne
Stanger, Amnon
Diederich, Francois
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (22) : 7178 - 7188
[27] PERIMETER-TYPE STRUCTURES IN CHARGED [4N+2]ANNULENO[4N+2]ANNULENES - THE IMPORTANCE OF THE FRONTIER-ORBITALS
HUBER, W
MULLEN, K
SCHNIEDERS, C
IYODA, M
NAKAGAWA, M
HELVETICA CHIMICA ACTA, 1986, 69 (04) : 949 - 954
[28] Ring currents in large [4n+2]-annulenes
Soncini, A
Fowler, PW
Jenneskens, LW
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2004, 6 (02) : 277 - 284
[29] ELECTRONIC STRUCTURE OF SUBSTITUTED AROMATIC HYDROCARBONS .3. HETEROCYCLIC COMPOUNDS AND HUCKELS 4N+2 RULE
BOBYKINA, GV
RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY,USSR, 1971, 45 (02): : 262 - &
[30] SYNTHESIS AND PROPERTIES OF BISDEHYDRO(4N+2)ANNULENEDIONES
ONISHI, Y
IYODA, M
NAKAGAWA, M
TETRAHEDRON LETTERS, 1981, 22 (37) : 3641 - 3644

← 1 2 3 4 5 →