Aromaticity of substituted fulvene derivatives: substituent-dependent ring currents.
Fulvene is a non-aromatic molecule, but variation of the electron-donating/withdrawing power of substituents exo to the five-membered ring can drive the system between the extremes of aromatic and antiaromatic, as judged by prediction of fully developed diatropic and paratropic ring currents through ab initio calculations made at the ipsocentric 6-31G**/CTOCD-DZ CHF level.
Krygowski
Tadeusz M
TM
Department of Chemistry, University of Warsaw, Pasteura 1, 02 093 Warsaw, Poland.
Oziminski
Wojciech P
WP
Palusiak
Marcin
M
Fowler
Patrick W
PW
McKenzie
Andrew D
AD
D003517:Cyclopentanes / Q000737:chemistry*; D004583:Electrons; D009570:Nitriles / Q000737:chemistry; D011789:Quantum Theory
D003517:Cyclopentanes; D009570:Nitriles; C017332:fulvene