“…1,2 Although our study failed to find any C-F---H-N intramolecular hydrogen bonding and supported Kool's theory that shape complementarities between the base pairs play the major role in DNA replication fidelity, 3 several papers have been published…”
A detailed syntheses of some fluorophenylaryl / heteroaryl ether derivatives 1a, b-4a, b have been described which was accomplished by using a variety of convenient phenolic coupling methods and subsequent Pd-C catalyzed hydrogenation of the coupled intermediates. The compounds synthesized are structurally similar to a number of anti-inflammatory agents.
“…1,2 Although our study failed to find any C-F---H-N intramolecular hydrogen bonding and supported Kool's theory that shape complementarities between the base pairs play the major role in DNA replication fidelity, 3 several papers have been published…”
A detailed syntheses of some fluorophenylaryl / heteroaryl ether derivatives 1a, b-4a, b have been described which was accomplished by using a variety of convenient phenolic coupling methods and subsequent Pd-C catalyzed hydrogenation of the coupled intermediates. The compounds synthesized are structurally similar to a number of anti-inflammatory agents.
“…2-(2-Fluorophenoxy)aniline (8a): 5 Fe powder (1.68 g, 30 mmol) was added to a solution of 7a (2.33 g, 10 mmol) in EtOH (25 mL) and HCl (4 mL). Workup as above gave the title compound (1.87 g, 92%) as a yellow oil: R f 0.20 (hexane/EtOAc, 20/1); 1…”
A cyclophane composed of fluorobenzene and phenol units was synthesized in order to observe the C−F···H−O hydrogen bond. In the crystal structure, 20% of the molecule clearly shows the intramolecular hydrogen bond and the other 80% is free from hydrogen bonding. On the other hand, a distinct low-field shift of the phenolic OH proton was observed in the 1 H NMR spectrum compared to that of the F-free analog.
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