ISSN:
0030-4921
Schlagwort(e):
Chemistry
;
Analytical Chemistry and Spectroscopy
Quelle:
Wiley InterScience Backfile Collection 1832-2000
Thema:
Chemie und Pharmazie
Notizen:
The PMR spectrum of 2-bromo-4,6-dinitrophenyl 2′-naphthyl ether (1) is consistent with the preferential adoption of a twist conformation (1a) in which the 6-nitro group and the 1′-hydrogen are located endo to the ether link. This preference is explained by the formation of an intramolecular π complex between the 6-nitro group and the C1′—C2′ bond, which is stronger than that formed with the C2′—C3′ bond, in accord with their bond orders. This study adduces further evidence in favor of: (a) the adoption of twist conformations by these and related ethers, (b) the importance of intramolecular π complex formation as a conformational influence, (c) the formation of complexes in such cases is with specific portions of, and not the complete, π cloud and (d) indicates that similar effects may be discerned in analogous ethers related to the thyroid hormones.
Zusätzliches Material:
3 Ill.
Materialart:
Digitale Medien
URL:
http://dx.doi.org/10.1002/mrc.1270060115