The reaction of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with carbon dioxide

J Org Chem. 2005 Jun 24;70(13):5335-8. doi: 10.1021/jo0503759.

Abstract

Amidines have been reported to react with CO(2) to form a stable and isolable zwitterionic adduct but previous studies were performed in the presence of at least some water. However, spectroscopy of the reaction between DBU and CO(2) detects the rapid formation of the bicarbonate salt of DBU when wet DBU is exposed to CO(2) and does not indicate that an isolable zwitterionic adduct between DBU and CO(2) forms either in the presence or the absence of water.