Publication
Title
Vibrational Raman optical activity of 1-phenylethanol and 1-phenylethylamine : revisiting old friends
Author
Abstract
The samples used for the first observations of vibrational Raman optical activity (ROA) in 1972, namely both enantiomers of 1-phenylethanol and 1-phenylethyl-amine, have been revisited using a modern commercial ROA instrument together with state-of-the-art ab initio calculations. The simulated ROA spectra reveal for the first time the vibrational origins of the first reported ROA signals, which comprised similar couplets in the alcohol and amine in the spectral range similar to 280-400 cm(-1). The results demonstrate how easy and routine ROA measurements have become, and how current ab initio quantum-chemical calculations are capable of simulating experimental ROA spectra quite closely provided sufficient averaging over accessible conformations is included. Assignment of absolute configuration is, inter alia, completely secure from results of this quality. Anharmonic corrections provided small improvements in the simulated Raman and ROA spectra. The importance of conformational averaging emphasized by this and previous related work provides the underlying theoretical background to ROA studies of dynamic aspects of chiral molecular and biomolecular structure and behavior. Chirality 21:E4-E12, 2009. (C) 2009 Wiley-Liss, Inc.
Language
English
Source (journal)
Chirality: the pharmaceutical, biological, and chemical consequences of molecular asymmetry. - New York, N.Y.
Publication
New York, N.Y. : 2009
ISSN
0899-0042
Volume/pages
21:1:E(2009), p. 4-12
ISI
000278832000002
Full text (Publisher's DOI)
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Publication type
Subject
External links
Web of Science
Record
Identification
Creation 20.12.2013
Last edited 08.08.2017