Preferred Label : Möbius aromaticity;
IUPAC definition : A monocyclic array of orbitals in which there is a single out-of-phase overlap (or,
more generally, an odd number of out-of-phase overlaps) reveals the opposite pattern
of aromatic character to Hückel systems; with 4n electrons it is stabilized (aromatic),
whereas with 4n 2 it is destabilized (antiaromatic). In the excited state 4n 2
Möbius π-electron systems are stabilized, and 4n systems are destabilized. No examples
of ground-state Möbius π-electron systems are known, but the concept has been applied
to transition states of pericyclic reactions. The name is derived from the topological
analogy of such an arrangement of orbitals to a Möbius strip.;
Origin ID : M03957;
See also
A monocyclic array of orbitals in which there is a single out-of-phase overlap (or,
more generally, an odd number of out-of-phase overlaps) reveals the opposite pattern
of aromatic character to Hückel systems; with 4n electrons it is stabilized (aromatic),
whereas with 4n 2 it is destabilized (antiaromatic). In the excited state 4n 2
Möbius π-electron systems are stabilized, and 4n systems are destabilized. No examples
of ground-state Möbius π-electron systems are known, but the concept has been applied
to transition states of pericyclic reactions. The name is derived from the topological
analogy of such an arrangement of orbitals to a Möbius strip.
