2- Methyl-1,10-phenanthroline

Phen phenanthrollne, 4-methoxy phenanthroline, 2-methyl phenanthroline, 4-methyl phenanthroline, 9-phenyl phenanthroline Miscellaneous 2,2-bipyridine, 8-qulnolinol, IDAA, MIDA, EDTA, dlplvaloylmethane... 

Methylated phenanthroline is commonly oxidized to the aldehyde by selenium dioxide in dioxane, and then to the carboxylic acid by treatment with nitric acid.37,47 A selenium-free route to the aldehyde has been reported using iodine in DMSO.48... 

Although as noted above that monovalent copper complexes are sensitive to O2 and their reactions with O2 are fast, some Cu(I) complexes are stable in the presence of O2 (36,97,98). Thus [CuL ]+ does not react with O2 (27), and [Cu(I)fumarate] reacts only via dissociation to Cu (aq) as noted above (35). Another ligand which inhibits the reaction with O2 is 2,9-methyl-phenanthroline (89) (F i/2(oxidation) = 0.67 V in CH2CI2). All these ligands shift the redox potential of the Cu(II/I) couple anodically, thus decreasing the stability of the LCUO2 complexes and/or sterically inhibiting their formation. 

A large amount of work has been published on Re complexes of the general type [(L)Re(CO)3(a-diimine)] +. These complexes exhibit Re —> (diimine) MLCT emission at room temperature in solution and the emission energy can be tuned by variation of the diimine, ancillary ligand, L, and solvent. Several reviews have appeared that discuss the luminescence behavior of these complexes. " Recently, detailed temperature-dependent luminescence measurements have been made on several methylated phenanthroline (w-phen) complexes of the type [ClRe(CO)3( i-phen)] the emission from the complexes was comprised of components from the MLCT and m-phen localized tt-tt states. Emission from this class of chromophores has been plied recently to immunoassays based on luminescence polarization of Re diimine complexes and the development of unique luminescent arylethynylene polymers. ... 

Abbreviations acac, acetylacetonate Aik, alkyl AN, acetonitrile bpy, 2,2 -bipyridine Bu, butyl cod, 1,5- or 1,4-cyclooctadiene coe, cyclooctene cot, cyclooctatetraene Cp, cyclopentadienyl Cp, pentamethylcyclopenladienyl Cy, cyclohexyl dme, 1,2-dimethoxyethane dpe, bis(diphenyl-phosphino)ethane dppen, cis-l,2-bis(di[Atenylphosphino)ethylene dppm, bis(diphenylphosphino) methane dppp, l,3-bis(diphenylphosphino)propane eda,ethylenediamine Et,ethyl Hal,halide Hpz, pyrazole HPz, variously substituted pyrazoles Hpz, 3,5-dimethylpyrazole Me, methyl Mes, mesityl nbd, notboma-2,5-diene OBor, (lS)-endo-(-)-bomoxy Ph, phenyl phen, LlO-phenanthroline Pr, f opyl py, pyridine pz, pyrazolate Pz, variously substituted pyrazolates pz, 3,5-dimethylpyrazolate solv, solvent tfb, tetrafluorobenzo(5,6]bicyclo(2.2.2]octa-2,5,7-triene (tetrafluorobenzobanelene) THE, tetrahydrofuran tht, tetrahydrothicphene Tol, tolyl. 

This pyridine-pyrimidine ring transformation has also been observed on treatment of 2-bromoquinoline with potassium amide in liquid ammonia, 2-methylquinazoline being obtained (67RTC187). Similarly, 8-bromo-l,7-phenanthroline gives 2-methyl-l,3,5-triazaphenanthrene (83JHC447)... 

Ethyl 6-methyl-4-phenyl-2-(phenylthio)-l,4-dihydropyrimidine-5-carboxyla-te was easily synthesized from ethyl 6-methyl-4-phenyl-2-thioxo- 1,2,3,4-tetra-hydropyrimidine-5-carboxylate and phenylboronic acid via microwave-assisted Cu-mediated S-phenylation (Scheme 108) [107]. The reaction involves the use of a stoichiometric amount of Cu(OAc)2 and a two-fold excess of 1,10-phenanthroline as a hgand. 

Fe(5-methyl-l,10-phenanthroline) +eC H2SO4 Fe(5 -phenyl-1,10-phenanthroline) —> 1.08 52Bra... 

Preconcentration of metal cations is also achieved by providing ligand binding sites in polymer layers, e.g. 4-methyl-4 -vinyl-2,2 -bipyridine for Fe " and Cu ". Carbon paste electrodes containing dimethylglyoxime or o-phenanthroline... 

When M is Mo or W, the substitution reaction follows a two-term rate expression and in addition there is some replacement of the dipyridyl or 1,2-diamino-2-methyl propane but not of o-phenanthroline. The proportion of bidentate replacement to CO replacement is practically independent of the concentration... 

A stopped flow technique coupled with spectrophotometric analysis of the iron (II) complex formed has been used to investigate - the reactions of some organic complexes of iron(III) with the ion Fe ". The iron(III) was complexed with 1,10-phenanthroline, various substituted 1,10-phenanthrolines (5-methyl-, 5-nitro-, 5-chloro-, 5-phenyl-, 5,6-dimethyl-, 4,7-diphenyl-, and 3,4,7,8-tetramethyl-) and 2,2 -dipyridine, 4,4 -dimethyl-2,2 -dipyridine, and 2,2, 2"-tripyridine. The wavelengths used for the analysis lay in the region 500-552 m/i. 

Ligand abbreviations phen = 1,10-phenanthroline bpy = 2,2 -bipyridine phy = l,10-phenanthroline-2-carhaldehyde phenylhydra-zone 2-pic = 2-aminomethylpyridine bt = 2,2 -bi-2-thiazoline bts = 2,2 -bi(5-methyl-2-thiazoline) H fsajen = JV,JV -ethylenebis (3-carboxysalicylaldimine)... 

Polymeric compounds are formed from 1,3,5-benzene tricarboxylate and zinc with 2,2 -bipyridyl, phenanthroline, or a pyridyl-2-(l-methyl-lH-pyrazol-3-yl) derivative. A number of compounds were characterized with varying ligand protonation and some, such as [ZnL(pyridine-2-(l-methyl-4-nitro-lH-pyrazol-3-yl))(H20)], containing single-stranded coordinative chains.383... 

F. E. Lyttle and D. M. Hercules 161) investigated the energetic relations in the chemiluminescent reaction of ruthenium chelate complexes (Ru-III-2.2 -bipyridyI-, — 5-methyl-1.10-phenanthrolin — and other complexes) with hydroxyl ion or hydrazide. The general reaction is... 

Fig. 6 2,6-Bis(triazol-3-yl)pyridine, 2-triazolyl-l,10-phenanthroline, and their methyl-substituted derivatives...

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