Phenanthroline fluorination

This work was followed by a more detailed study including determination of quantum yields and lifetimes for the Ybm /i-dikctonates formed with fluorinated benzoyl (48c-j, fig. 41) and thienyl (49a-e) derivatives of acetylacetonate and for their corresponding ternary complexes with phen (Meshkova et al., 1999 Tsvirko et al., 1999). Complexation of 1,10-phenanthroline induces 3- to 6-fold increases in quantum yields, which amount to 0.11-0.35% for the tris complexes while they reach 0.65-1.20% for the ternary complexes (fig. 46). A par-... 

When organic solvents are used for anodic fluorination, anode passivation (the formation of a nonconducting polymer film on the anode surface that suppresses faradaic current) takes place very often, which results in low efficiency. Moreover, depending on the substrates the use of acetonitrile can yield an acetoamidation byproduct. To prevent acetoamidation and anode passivation, Meurs and his coworkers used an EtaN 3HF ionic liquid as both a solvent and supporting electrolyte (also a fluorine source) for the anodic fluorination of benzenes, naphthalene, olefins, furan, benzofuran, and phenanthroline. They obtained corresponding partially fluorinated products in less than 50% yields (Scheme 8.2) [11]. 

Diacetato(l, 10-phenanthroline)palladium(II)-catalyzed transetheriflcation of polyfluonnated alcohols with enol ethers leads to the corresponding fluorinaled vinylic ethers [I4 (equation 13)... 

The reaction of (1) with hypochlorous acid leads to chlorination at the 5- and 6-positions.30 Oxidative chlorination with phosphorus pentachloride gives the 2,9-dichloro-[l], as well as the 2,3,8,9-tetrachloro-[l]31 Chlorinated-[l] may be converted sequentially through the thiol-[l] to the sulfonato-[l] 32 Several trihalomethyl derivatives, particularly fluorinated phenanthrolines, have also been prepared 33-37... 

A Cu(II) complex with a bipyridine-type ligand (Cu-4) is effective in the controlled polymerization of styrene and acrylates in the presence of Al(0-i-Pr)3, which most probably serves as a reducing agent of Cu(II) into Cu(I).93-94 A fluoroalkyl-substituted bipyridine ligand (L-7) was also employed in supercritical carbon dioxide for the polymerization of fluorinated acrylates and methacrylates.95 Similar pyridine-based bidentate ligands, 1,10-phenanthroline and its... 

JAP(K)0129364), pyridine (85EA1075), and 1,10-phenanthroline (99JOC3346) are fluorinated at the heterocyclic ring and the methyl group. However, the yields are low. 

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