Journal article

Steric Crowding Can Stabilize a Labile Molecule: Solving the Hexaphenylethane Riddle


Authors listGrimme, S; Schreiner, PR

Publication year2011

Pages12639-12642

JournalAngewandte Chemie International Edition

Volume number50

Issue number52

ISSN1433-7851

DOI Linkhttps://doi.org/10.1002/anie.201103615

PublisherWiley


Abstract

Hexaphenylethane is unstable, a phenomenon traditionally attributed to
steric repulsion between the six phenyl rings. However, adding 12 bulky tert‐butyl groups, one to each of the 12 meta
positions, gives a stabile ethane derivative (see space‐filling model
and potential energy curve for the dissociation of the central CC
bond). This unexpected stabilization is shown to result from attractive
dispersion interactions between the substituents.




Citation Styles

Harvard Citation styleGrimme, S. and Schreiner, P. (2011) Steric Crowding Can Stabilize a Labile Molecule: Solving the Hexaphenylethane Riddle, Angewandte Chemie International Edition, 50(52), pp. 12639-12642. https://doi.org/10.1002/anie.201103615

APA Citation styleGrimme, S., & Schreiner, P. (2011). Steric Crowding Can Stabilize a Labile Molecule: Solving the Hexaphenylethane Riddle. Angewandte Chemie International Edition. 50(52), 12639-12642. https://doi.org/10.1002/anie.201103615


Last updated on 2025-21-05 at 13:31