Related Experiment Video
Updated: Jun 15, 2026

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
Vibrational circular dichroism of 3-(trifluoroacetyl)-camphor and its interaction with chiral amines
Christian Merten1, Karl J Jalkanen, Volker C Weiss
1Fraunhofer Institute of Manufacturing Technology and Applied Materials Research (IFAM), Department of Adhesive Bonding Technology and Surfaces, 28359 Bremen, Germany. christian.merten@ifam.fraunhofer.de
Abstract:
Vibrational circular dichroism (VCD) spectroscopy and density functional theory (DFT) calculations are used to investigate the keto-enol equilibrium of 3-(trifluoroacetyl)-camphor (TFC) and to study the interaction of TFC with chiral amines in deuterated Chloroform. It is shown that the VCD spectra of the enol- and keto forms of TFC can clearly be distinguished and that the enol form is favored. By deprotonation of the TFC enol with chiral amines, no indication of a mutual diasteriomeric influence on the VCD spectra induced by transfer of stereochemical information between the chiral ionic species is found, neither experimentally nor theoretically.
More Related Videos
Related Concept Videos
Structure of Amines
Prochirality
NMR Spectroscopy Of Amines
Chirality
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
¹H NMR of Conformationally Flexible Molecules: Temporal Resolution

