title: Directly probing the racemization of imidazolines by vibrational circular dichroism: kinetics and mechanism.
abstract: The first report of monitoring the kinetics of racemization in solution by online vibrational circular dichroism (VCD), chemometrics, and density functional theory (DFT) calculations is presented. The activation energy for the racemization of an imidazoline based on the experimental VCD was determined, and the detailed mechanism of the process utilizing DFT calculations was elucidated. This study demonstrates the utility of VCD for the determination of reaction mechanisms in asymmetric transformations.
authors.affiliation: Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., Ridgefield, Connecticut 06877, USA.
authors.forename: Shengli
authors.initials: S
authors.lastname: Ma
authors.forename: Carl A
authors.initials: CA
authors.lastname: Busacca
authors.forename: Keith R
authors.initials: KR
authors.lastname: Fandrick
authors.forename: Teresa
authors.initials: T
authors.lastname: Bartholomeyzik
authors.forename: Nizar
authors.initials: N
authors.lastname: Haddad
authors.forename: Sherry
authors.initials: S
authors.lastname: Shen
authors.forename: Heewon
authors.initials: H
authors.lastname: Lee
authors.forename: Anjan
authors.initials: A
authors.lastname: Saha
authors.forename: Nathan
authors.initials: N
authors.lastname: Yee
authors.forename: Chris
authors.initials: C
authors.lastname: Senanayake
authors.forename: Nelu
authors.initials: N
authors.lastname: Grinberg
mesh_terms: D002942:Circular Dichroism / Q000379:methods*; D048288:Imidazolines / Q000737:chemistry*; D007700:Kinetics; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D048288:Imidazolines