Issue 67, 2012

Is cyclobutadiene really highly destabilized by antiaromaticity?§

Abstract

The high energy of cyclobutadiene (CBD) is not due primarily to “anti-aromaticity,” but rather to angle strain, torsional strain, and Pauli repulsion between the parallel CC bonds. Estimations including block-localized wavefunction (BLW) computations conclude that the enormous ring strain (ca. 60 kcal mol−1) far exceeds its antiaromatic destabilization (only 16.5 kcal mol−1).

Graphical abstract: Is cyclobutadiene really highly destabilized by antiaromaticity?

  • This article is part of the themed collection: Aromaticity

Supplementary files

Article information

Article type
Communication
Submitted
15 maj 2012
Accepted
07 jun 2012
First published
13 jun 2012

Chem. Commun., 2012,48, 8437-8439

Is cyclobutadiene really highly destabilized by antiaromaticity?

J. I. Wu, Y. Mo, F. A. Evangelista and P. von Ragué Schleyer, Chem. Commun., 2012, 48, 8437 DOI: 10.1039/C2CC33521B

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements