Natural Bond-Bond Polarizability: A Huckel-Like Electronic Delocalization Index

作者：Zimmerman H E; Weinhold F^*

来源：Journal of Organic Chemistry, 2013, 78(5): 1844-1850.

DOI：10.1021/jo301620k

We show how the bond-bond polarizability index, as originally introduced by Coulson and Longuet-Higgins in the Huckel-theoretic context, can be generalized in the natural bond orbital (NBO) framework to ab initio molecular orbital and density functional theory levels. We demonstrate that such a "natural bond-bond polarizability" (NBBP) index provides a flexible and quantitative descriptor for a broad spectrum of delocalization effects ranging from strong g aromaticity to weak intra- and intermolecular hyperconjugative phenomena. Illustrative applications are presented for representative delocalization effects in saturated and unsaturated species, chemical reactions, and hydrogen-bonding interactions.

• 出版日期2013-3-1