A comparative study of the stereochemistry of 4-acetyl-, formyl- and carboxy-benzo-9-crown-3 ether via X-ray crystallography and solid state and solution NMR spectroscopy

Authors
Buchanan, GW Rastegar, MF Yap, GPA
Citation
Gw. Buchanan et al., A comparative study of the stereochemistry of 4-acetyl-, formyl- and carboxy-benzo-9-crown-3 ether via X-ray crystallography and solid state and solution NMR spectroscopy, J MOL STRUC, 561(1-3), 2001, pp. 43-54
Citations number
7
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF MOLECULAR STRUCTURE
ISSN journal
00222860 → ACNP
Volume
561
Issue
1-3
Year of publication
2001
Pages
43 - 54
Database
ISI
SICI code
0022-2860(20010412)561:1-3<43:ACSOTS>2.0.ZU;2-L
Abstract
The X-ray crystal structures for the title molecules show remarkably simila r geometries in the crown ether regions compared to benzo-9-crown-3 ether i tself. Solid phase C-13 NMR chemical shift differences of ca. 8.5 ppm are o bserved between the two aryl-O-C-* carbons and are explained using results of ab initio calculations previously performed on anisole. Chemical shift a ssignments have been verified by the use of selectively deuterated derivati ves. (C) 2001 Elsevier Science B.V. All rights reserved.