Does the Electronic Structure of Möbius Annulenes Follow Heilbronner’s Ideas?

TY - JOUR

T1 - Does the Electronic Structure of Möbius Annulenes Follow Heilbronner’s Ideas?

AU - Karadakov, Peter Borislavov

AU - Cooper, David L.

N1 - © 2018 Wiley-VCH Verlag GmbH & Co. KGaA. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

PY - 2018/10/31

Y1 - 2018/10/31

N2 - It is shown, on the example of the monocyclic cyclononatetraenyl cation, C9H9+, that the fully-variational optimization of modern ab initio wavefunctions based on spin-coupled generalized valence bond (SCGVB) theory vindicates, in a surprising level of detail, essential features of Heilbronner’s ideas for the electronic structure of Möbius annulenes such as the arrangement of overlapping carbon 2p atomic orbitals along a Möbius strip, leading to a phase inversion between the first and last orbitals. In the SCGVB description, the aromaticity of this Möbius system witheight pi electrons follows from the extensive resonance between VB structures.

AB - It is shown, on the example of the monocyclic cyclononatetraenyl cation, C9H9+, that the fully-variational optimization of modern ab initio wavefunctions based on spin-coupled generalized valence bond (SCGVB) theory vindicates, in a surprising level of detail, essential features of Heilbronner’s ideas for the electronic structure of Möbius annulenes such as the arrangement of overlapping carbon 2p atomic orbitals along a Möbius strip, leading to a phase inversion between the first and last orbitals. In the SCGVB description, the aromaticity of this Möbius system witheight pi electrons follows from the extensive resonance between VB structures.

U2 - 10.1002/cphc.201800884

DO - 10.1002/cphc.201800884

M3 - Article

SN - 1439-4235

VL - 19

SP - 3186

EP - 3190

JO - ChemPhysChem

JF - ChemPhysChem

IS - 23

ER -