Synthetic approach for novel bis(α-aminophosphonic acid) derivatives of chromone containing 1,2,4,3-triazaphosphole moieties

2009 ◽  
Vol 20 (3) ◽  
pp. 117-122 ◽  
Author(s):  
Tarik E. Ali ◽  
Silvia S. Halacheva
1994 ◽  
Vol 49 (8) ◽  
pp. 1089-1100 ◽  
Author(s):  
Arnd Böttcher ◽  
Horst Elias ◽  
Brigitte Eisenmann ◽  
Elke Hilms ◽  
Andreas Huber ◽  
...  

A synthetic procedure is described for the preparation of the tetradentate N2O2 ligands H2[H4]L1=6-(2-hydroxyphenyl)-2,5-diaza-3,3-dimethyl-1-(2-hydroxy-3-t-butyl-5-methyl- phenyl)heptane, H2[H2]L1 = 6-(2-hydroxyphenyl)-2,5-diaza-3,3-dimethyl-1-(2-hydroxy-3-t-butyl-5-methylphenyl)-1-heptene, and H2L1 = 6-(2-hydroxyphenyl)-2,5-diaza-3,3-dimethyl-1-(2- hydroxy-3-t-butyl-5-methylphenyl)-1,5-heptadiene, which are asymmetric derivatives of the ligands tetrahydrosalen, dihydrosalen, and salen. Complexes Ni[H4]L1, Ni[H2]L1, NiL1, CoL1, Ni[H4]L2 (([H4]L2)2- = anion of H2[H4]L2 = N,N'-bis(2-hydroxy-3-t-butyl-5-methylbenzyl)- trans-(S,S)-1,2-diaminocyclohexane), and NiL2 were prepared, characterized (VIS and IR ab­sorption, magnetic moment) and subjected to spectrophotometric titration with pyridine, to determine the equilibrium constants for adduct formation. Single crystal X-ray structure analy­ses were carried out for Ni[H2]L1 (monoclinic, P21/n; a = 8.926(4), b = 29.324(7), c = 8.411(4) Å; β = 95.3(1)°; Z = 4), CoL1 (monoclinic, C2/c; a = 25.389(2), b = 18.139(2), c = 10.179(1) Å; β = 112.227(6); Z = 8), and Ni[H4]L2·acetone (tetragonal, P41212; a = 13.928(3), c = 33.698(5) Å; Z = 8). In all of the three complexes, the N2O2-metal coordination core is square-planar. The skeleton of the tetradentate ligand is more or less twisted. The planar cobalt(II) complex CoL1 is a low spin d7 system with μexp = 2.02 BM at 298 K, whereas the planar complexes NiL1, Ni[H2]L1 and Ni[H4]L2 are diamagnetic (μexp = 0.28-0.64 BM). The blue solvate Ni[H4]L1- 3EtOH · H2O is paramagnetic (μexp = 3.04 BM), which points to octahedral coordination. In aerated acetone solution, the tetrahydrosalen-type complex Ni[H4]L1 activates dioxygen and one C-N bond is oxidatively dehydrogenated. The VIS spectrum of the dihydrosalen-type complex formed is virtually identical with that of the aldimine complex Ni[H2]L1. In the pres­ence of dioxygen, Co[H4]L1 and Co[H2]L1 are readily oxidized to CoL1 in acetone solution.


2014 ◽  
Vol 10 ◽  
pp. 1596-1602 ◽  
Author(s):  
Anastasia S Kostyuchenko ◽  
Vyacheslav L.Yurpalov ◽  
Aleksandra Kurowska ◽  
Wojciech Domagala ◽  
Adam Pron ◽  
...  

A new synthetic approach towards the preparation of functionalised, soluble, donor–acceptor (DA) alkylbithiophene derivatives of oxadiazole, thiadiazole and triazole is reported. Taking advantage of the Fiesselmann reaction, reactive bithiophene synthons having alkyl or alkoxy substituents at designated positions are prepared. Following a synthetic strategy, featuring the bottom-up approach, sequential structural elements are built, starting from a simple thiophene compound, until the target molecule is obtained, all in good yield. Supplementing the well established methods of oxadiazole and thiadiazole synthesis, efficient ring closure reaction affording a 4H-1,2,4-triazole unit is presented. All target ambipolar compounds display strong photoluminescence with measured quantum yields up to 0.59. Modification of the demonstrated synthetic routes may be exploited for the preparation of longer, specifically functionalised oligothiophenes, coupled to other heteroaromatic cores.


2019 ◽  
Vol 17 (31) ◽  
pp. 7352-7359 ◽  
Author(s):  
Jakub Iwanejko ◽  
Anna Brol ◽  
Bartłomiej M. Szyja ◽  
Marek Daszkiewicz ◽  
Elżbieta Wojaczyńska ◽  
...  

Chiral tetrasubstituted aminophosphonic acid derivatives of hexahydroquinoxalin-2(1H)-one were synthesised via diastereoselective hydrophosphonylation of corresponding imines with tris(trimethylsilyl)phosphite as phosphorus nucleophile.


2010 ◽  
Vol 6 ◽  
pp. 1056-1060 ◽  
Author(s):  
Nimalini Devi Moirangthem ◽  
Warjeet Singh Laitonjam

A new and facile synthesis of 2-thioxoquinazolin-4-ones by introducing a benzenoid system in the pyrimidine moiety by reacting ethoxymethylene derivatives of 1,3-diarylthiobarbituric acids (DTBA) with active methylene compounds, such as malononitrile and ethyl cyanoacetate, in presence of ZnCl2 has been developed.


1975 ◽  
Vol 53 (4) ◽  
pp. 572-577 ◽  
Author(s):  
Joel L. Martin ◽  
Josef Takats

A novel synthetic approach, based on the reactivity of amido derivatives of the transition metals, M(NR2)x, towards protic reagents, for the synthesis of complexes of Ti, Zr, Hf, Nb, and Ta with o-mercaptophenol and 1,2-dihydroxybenzene is reported. The complexes, isolated as their tetraalkylammonium and tetraphenylarsonium salts, are moderately air stable, well behaved 2:1 (Ti, Zr, Hf) and 1:1 (Nb, Ta) electrolytes. The u. v.–visible spectra of the complexes, which are somewhat reminiscent of the corresponding benzene-1,2-dithiolates, are dominated by ligand-to-metal charge transfer bands. The band positions change in the expected manner, hypsochromic shifts in the order C6H4S22− < C6H4SO2− < C6H4O22− for a given metal and Ti < Zr ∼ Hf, Nb < Ta, Nb < Zr for a given ligand. lt is argued that these spectral resemblances could be a possible indication of variations in coordination geometry of the reported complexes similar to the ones found in compounds of benzene-1,2-dithiol.


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