The [12]Annulene global minimum

A new global minimum for [12]annulene has been computationally located. This mono-trans minimum 5 (CCCCCT) is computed to be 1.5 kcal/mol more stable (CCSD(T)/cc-pVDZ//BHHLYP/6-311 +G**) than the known tri-trans isomer 1 (CTCTCT) and 2.4 kcal/mol lower than the di-trans isomer 4 (CCTCCT), for which there is indirect evidence. The barriers for several rearrangements of 5 were all computed to be above 15 kcal/mol, indicating that direct experimental characterization of 5 should be possible. The computed barriers for the dynamic processes (including conformational automerization) coupled with computed H-1 NMR shift values should aid in the future characterization of this [12]annulene isomer.