13136-18-0Relevant articles and documents
The enders Triazole : A well known molecule, but still a new ligand!!
Strassner, Thomas,Unger, Yvonne,Meyer, Dirk,Molt, Oliver,Münster, Ingo,Wagenblast, Gerhard
, p. 39 - 41 (2013)
1,3,4-Triphenyl-1,2,4-triazolium salts have previously been used and described in the literature as precursors for carbenes, which have been reported as organocatalysts and as neutral monodentating N-heterocyclic carbene (NHC) ligands. We now report the synthesis of 1,3,4-tri-phenyl-4,5-dihydro-1H-1,2,4- triazole-5-ylidene-platinum(II)-acetylacetonate where the triazole binds to the metal in a new coordination mode (C^C*) as an anionic bidentate ligand, where the NHC carbene interacts with the platinum center and one of the phenyl rings is cyclometalated. The complex shows phosphorescent emission in the blue region of the visible spectrum at 441 and 465 nm with a quantum yield of 42%. DFT calculations (BP86/6-31G* as well as B3LYP/6-31G*) were found to be well suited to determine the structure of the complex.
Mechanochemistry for facilitated access to N,N-diaryl NHC metal complexes
Beillard, Audrey,Bantreil, Xavier,Métro, Thomas-Xavier,Martinez, Jean,Lamaty, Frédéric
, p. 1057 - 1063 (2017)
A user-friendly and solvent-free mechanosynthetic strategy allowed light-sensitive silver(i) complexes featuring N,N-diaryl N-heterocyclic carbenes (NHC), including challenging and sterically hindered ligands, to be yielded efficiently. The first transmet
Controlled polymerization of styrene in the presence of Blatter’s radicals
Burdyukova, T. O.,Fedorov, A. Yu.,Grishin, I. D.,Kuznetsova, Yu. L.,Lopatin, M. A.,Malysheva, Yu. B.,Polozov, E. Yu.,Vavilova, A. S.,Zaburdaeva, E. A.
, p. 1470 - 1477 (2020/09/23)
Controlled polymerization of styrene (both self-initiated and initiated with azobisisobutyronitrile) in the presence of Blatter’s radical at 125 °C was studied. When using the radical initiator, there is no induction period. On the basis of UV spectroscopy and MALDI massspectrometry studies, it was established that the Blatter radical is completely consumed at the initial stage of the polymerization, inserting into almost all macromolecules. The prepared polystyrene exhibits the ability to reinitialization in post-polymerization and the synthesis of block copolymers.
The impact of cation structure upon the acidity of triazolium salts in dimethyl sulfoxide
Konstandaras, Nicholas,Dunn, Michelle H.,Guerry, Max S.,Barnett, Christopher D.,Cole, Marcus L.,Harper, Jason B.
, p. 66 - 75 (2019/12/26)
A series of triazolium salts, selected for their varying electronic and steric properties, were prepared and their pKa values were determined in DMSO at 25 °C using the bracketing indicator method. The effect of each systematic structural variation upon the acidity of the triazolium cation has been considered, in particular examining the effects of systematically altering electronic properties, quantified through the use of Hammett σ parameters. The first pKa value for an azolium salt that generates a mesionic carbene is also reported. These new data allow for the selection of appropriate bases for the deprotonation of such triazolium salts and the potential to correlate the pKa values determined herein with the nucleophilicity of the corresponding carbenes.
Intercepted dehomologation of aldoses by N-heterocyclic carbene catalysis-a novel transformation in carbohydrate chemistry
Draskovits, Markus,Kalaus, Hubert,Stanetty, Christian,Mihovilovic, Marko D.
, p. 12144 - 12147 (2019/10/21)
The development of an N-heterocyclic carbene (NHC) catalysed intercepted dehomologation of aldoses is reported. The unique selectivity of NHCs for aldehydes is exploited in the complex context of reducing sugars. Examples of strong substrate governance for either intercepted dehomologation or a subsequent redox-lactonisation were identified and mechanistically understood. More importantly, it was shown that catalyst design allowed the tuning of the selectivity of the reaction with structurally unbiased starting materials towards either of the two scenarios.
Unraveling the synthesis of homoleptic [Ag(N, N -diaryl-NHC)2]Y (Y = BF4, PF6) complexes by ball-milling
Beillard, Audrey,Bantreil, Xavier,Métro, Thomas-Xavier,Martinez, Jean,Lamaty, Frédéric
supporting information, p. 17859 - 17866 (2016/11/18)
A user-friendly and general mechanochemical method was developed to access rarely described NHC (N-heterocyclic carbene) silver(i) complexes featuring N,N-diarylimidazol(idin)ene ligands and non-coordinating tetrafluoroborate or hexafluorophosphate counter anions. Comparison with syntheses in solution clearly demonstrated the superiority of the ball-milling conditions.
TRIAZINE MEDIATED LIVING RADICAL CONTROLLED POLYMERIZATION
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Page/Page column 23, (2015/05/06)
The disclosure provides modular triazine-based unimolecular initiator compounds useful in controlled radical polymerizations of vinyl-containing monomers.
Ruthenium complexes incorporating azoimine and α-diamine based ligands: Synthesis, crystal structure, electrochemistry and DFT calculation
Al-Noaimi, Mousa,Aldamen, Murad A.
experimental part, p. 45 - 51 (2012/06/30)
Ru(II) complexes, trans-[RuCl2(Azo)L] [where Azo = C 6H5NNC(C6H5)NC6H 5, L = 2,2′-bipyridine (bpy) (C1), 4,4′-dimethyl-2, 2′-bipyridine (dmb) (C2), 1,10-phenanthroline (phen) (C3
Preparation and application of 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene, a stable carbene
Enders, Dieter,Breuer, Klaus,Kallfass, Ulrike,Balensiefer, Tim
, p. 1292 - 1295 (2007/10/03)
The title compound 1,3,4-triphenyl-4,5-dihydro-1H-1,2,4-triazol-5-ylidene has been prepared in quantitative yield from the corresponding 5-methoxytriazoline precursor by simple thermal decomposition in vacuo via α-elimination of methanol. The carbene is a
Synthesis of lipoxygenase inhibitors. Part 1: Synthesis of open amidrazones
Nuhn,Buge,Harenberg,Lettau,Moschner,Rauchmaul,Schneider
, p. 340 - 342 (2007/10/02)
The synthesis of some amidrazones as bioisosteric diazaallyl radicals is described starting from the reaction mechanism of the lipoxygenases which postulates the existence of a radical after hydrogen abstraction from the arachidonic acid. N1,N3-diaryl-, N1-aryl-N3-alkyl-benzamidrazones and N1-arylacetamidrazones are strong inhibitors of the soja lipoxygenase.