Publication
Title
Chloromethyl phenyl ether in the gas phase, studied by electron diffraction, infrared and ab-initio calculations
Author
Abstract
The molecular structure of chloromethyl phenyl ether (CMPE) is investigated from gas phase electron diffraction data and IR frequencies in CS2 solution, complemented with geometry relaxed ab initio calculations on the HF/4-21C/3-3-31G level. The anomeric effect greatly affects the geometrical parameters, among other things making the C(sp(3))-O bond shorter than the C(sp(2))-O bond, Furthermore, the anomeric interaction significantly shifts the equilibrium between an e rotameric form (OC(sp(3)) in-plane with phenyl ring) and an o rotameric (OC(sp(3)) approximately perpendicular to phenyl ring) towards the o form. In fact CMPE appears as a mixture of about equal amounts of (e, sc) and (o, sc) conformations. The IR spectral frequencies are reassigned and analogous geometrical trends with anisole rotamers are discussed.
Language
English
Source (journal)
Journal of molecular structure. - Amsterdam
Publication
Amsterdam : 1995
ISSN
0022-2860
Volume/pages
344:1/2(1995), p. 117-126
ISI
A1995QC03800014
Full text (Publisher's DOI)
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identification
Creation 08.10.2008
Last edited 21.09.2017
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