Synthesis and experimental study of through-space hydrogen-fluorine and carbon-fluorine spin-spin coupling in 4,5-substituted 1-acetyl-8-fluoronaphthalenes

Authors
Jaime-Figueroa, S Kurz, LJ Liu, YZ Cruz, R
Citation
S. Jaime-figueroa et al., Synthesis and experimental study of through-space hydrogen-fluorine and carbon-fluorine spin-spin coupling in 4,5-substituted 1-acetyl-8-fluoronaphthalenes, SPECT ACT A, 56(6), 2000, pp. 1167-1178
Citations number
23
Categorie Soggetti
Spectroscopy /Instrumentation/Analytical Sciences
Journal title
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
ISSN journal
13861425 → ACNP
Volume
56
Issue
6
Year of publication
2000
Pages
1167 - 1178
Database
ISI
SICI code
1386-1425(200005)56:6<1167:SAESOT>2.0.ZU;2-J
Abstract
The synthesis and NMR study (H-1, C-13, and F-19) of a complete series of 4 ,5-substituted 1-acetyl-8-fluoronaphthalenes are reported. This data reveal ed a (6)J(H,F) and a (5)J(C,F) through space coupling between the fluorine and the methyl on the acetyl group (H-1 and C-13). The magnitude of this co upling constant changes depending on the nature of the substituent at C-4, the internuclear distance, and the solvent. (C) 2000 Elsevier Science B.V. All rights reserved.