Chemistry of Phosphorus Ylides. Part 27. Metal Complexes of 4-hydroxyquinaldine, its Mannich Base and Phosphonium Ylide

Abstract

The reaction of Hg 2+ , Cd 2+ , Co 2+ , and Ni 2+ ions with 1 mol of the ligands 2-methylquinoline-4-ol, 3[(diethylamino)methyl]-2-methylquinoline-4-ol, and methyl-3-(4-hyrdoxy-2-methylquinoline-3-yl)-2-(triphenylphosphoranylidene)propanoate, has been investigated to give the corresponding 1 : 1 metal:ligand complexes. Reaction of 2 mol of the ligand gave the corresponding 1 : 2 metal:ligand complexes. The coordination takes place only through the quinoline nitrogen atom. The spectroscopic and the physicochemical data of the new metal complexes are discussed.

Chemistry of Phosphonium Ylides. Part 39: Facile Synthesis of Aziridine, Pyridine, Pyrolotriazole Chromenones and Azaphosphinin Chromenones as Antitumor Agents

“…Based on these considerations and on continuation of our work on active phosphacumulenes and phosphallene , a series of new chromenone derivatives of antitumor activity have been synthesized. Therefore, the reaction of the active nucleophilic phosphacumulene, ( N ‐phenyliminovinylidene)triphenylphosphorane ( 2a ) with the bifunctional compound 4‐azido‐2‐oxo‐2 H ‐chromene‐3‐carbaldehyde ( 1 ), was studied.…”

Chemistry of Phosphorus Ylides, Part 30. Reaction of Camphorquinone Derivatives with Active Phosphacumulenes and Stabilized Phosphonium Ylides

“…Molecular weight determinations (MS) and spectroscopic results were consistent with the assigned structures of compounds 14a and 14b. The IR spectrum of the phosphorane (14a) (KBr, cm -1 ) revealed the absence of absorption band for (C=N) group of hydrazone (13) and showed the presence of strong absorption bands at ν =3257(NH), 1702 (C=O), 1625 (C=N, ylide), and 1448 cm -1 (P-Phenyl …”

“…The 1 H NMR spectra were recorded in deuterated CDCl 3 or DMSO on JEOL JNM-EX 270 (at 270 MHz) and /or JEOL 500 AS (at 500 MHz) Spectrometer using TMS as an internal reference. 13 C NMR spectra were recorded on JEOL500 AS (at 125 MHz). 31 P NMR spectra were run on the same spectrometer using H 3 PO 4 (85%) as an external reference.…”

“…The most interesting aspects of these compounds are their applications in permanent restorative dental resins (1)(2)(3) , as substrate in dental cements (4,5) , dentin-bonding agents (6,7) , and in root canal filling materials (1) . In continuation to our work in the field of phosphonium ylides (8)(9)(10)(11)(12)(13)(14) , the present investigation has aimed to investigate the reaction of camphorquinone and its derivatives, such as, 1,7,7-trimethyl-bicycle [2.2.1]-heptane-2,3-dione (1), 3-(2-phenylhydrazono)-1,7,7-trimethylbicyclo [2.2.1]-heptan-2-one (13), and 3-(hydroxyimino)-1,7,7-trimethylbicyclo[2.2.1] heptan-2-one (16) with the active nucleophilic phosphacumulene reagents, namely (Nphenyliminovinylidene) -(2a), (2-oxovinylidene) -(2b), and (2-thioxovinylidene) -triphenylphosphorane (2c). These active phosphacumulene ylides are important phosphorus reagents, used for the synthesis of heterocyclic phosphorus compounds (15,16) .…”

Chemistry of phosphorus ylides 31: Reaction of azidocoumarin with active phosphonium ylides, synthesis and antitumour activities of chromenones

“…As a continuation of our investigations into the synthesis of new heterocyclic compounds using active phosphacumulenes and phosphallene, [23][24][25][26][27][28] 4azidochromen-2-one 1 was selected for the synthesis of the new triazolo-coumarin derivatives.…”