Peter Canfield

Rigorous treatment of polytopal rearrangements reveal surprising complexity of stereoisomerism configuration landscapes† Previously we posited that a systematic and general description of stereoisomerism could be based upon the principles of the polytopal rearrangement model. The most daunting challenge to this end is to comprehensively describe all possible geometries for arbitrary n-coordinate centres, ABn, and for this we have developed a physically-inspired rigorous approach.

In the version of this Article originally published, the word ‘stereoisomerism’ was erroneously included in the label of the upper-right box of Fig. 1. The label within the box has been corrected and it now reads: “Constitutional isomerism (same formula, different connectivity)”. This has been corrected in the online version of the Article.

Cain, J. C. & Micklethwait, F. M. G. Studies in the diphenyl series. Part VI. The configuration of diphenyl and its derivatives. J. Chem. Soc. Trans. 105, 1437–1441 (1914). Sammes, M. P. The effect of salt formation on structure and charge distribution in imines. Part 4. Energy barriers to isomerisation about the C–N bond in 2,6-dimethyl-4-aryliminopyrans and their salts: solvent and substituent effects, and evidence for isomerisation mechanisms. J. Chem. Soc., Perkin Trans. 2, 1501–1507 (1981).