The complex (μ,η2:η2-L)[AuCl2]2, L2−=N,N′-bis(α-picolinoyl)hydrazido(2−), as obtained directly or through ring-opening reaction of 3,6-bis(2-pyridyl)-1,2,4,5-tetrazine

Dogan, Akbey; Schwederski, Brigitte; Schleid, Thomas; Lissner, Falk; Fiedler, Jan; Kaim, Wolfgang

doi:10.1016/j.inoche.2003.11.006

Cited by 15 publications

(13 citation statements)

References 14 publications

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“…The decomposition of the central tetrazine ring of bpztz is likely metal-assisted, as similar behaviour has been observed in other 1,2,4,5-tetrazine-based ligand systems. [15][16][17][18][19][20][21][22] However,t ot he best of our knowledge, such an asymmetric ring openingn ot been previously observed in the presence of lanthanides. Due to the Yb 3 + metal centres, 1 possesses the potentialt oh ave both interesting magnetic and/or photoluminescencep roperties, making it the first such asymmetrict etrazine ring-opened compound to possesso pto-magnetic behaviour.T owards that end, in order to determine and compare the energy levels of the complex and have am ore complete understanding of any luminescent or magnetic behaviour,w e performed static and dynamic magnetic measurements, photoluminescence studies, and theoretical calculations for 1.…”

Section: Structural Analysismentioning

confidence: 68%

“…Due to the anaerobic conditions used to synthesise 1,t he O11a tom is likely due to the presence of a trace amount of water in the reaction mixture. [15,17,22] Along with the loss of the N 2 molecule and the openingo ft he ring, there is as hift in aromaticity. The central atoms N3 and N4 are now connected through as ingle bond to each other (d N3-N4 = 1.38 )a nd are further bound to ac arbon atom.…”

Section: Structural Analysismentioning

confidence: 99%

“…This is well highlighted in the family of 1,2,4,5-tetrazine-based ligands. [15][16][17][18][19][20][21][22] These molecules are of interesti nc oordination chemistry due to their facile functionalisationa nd their redoxa ctivity,w hich can enhancem agnetic communication between metal ions. [23][24][25][26] For these reasons, the quest for tetrazine-based compounds is an extremely activef ield of research in coordinationc hemistry.…”

Section: Introductionmentioning

confidence: 99%

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Asymmetric Ring Opening in a Tetrazine‐Based Ligand Affords a Tetranuclear Opto‐Magnetic Ytterbium Complex

Richardson

Marin

Zhang

et al. 2020

Chemistry A European J

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We report the formation of a tetranuclear lanthanide cluster, [Yb4(bpzch)2(fod)10] (1), which occurs from a serendipitous ring opening of the functionalised tetrazine bridging ligand, bpztz (3,6‐dipyrazin‐2‐yl‐1,2,4,5‐tetrazine) upon reacting with Yb(fod)3 (fod−=6,6,7,7,8,8,8‐heptafluoro‐2,2‐dimethyl‐3,5‐octandionate). Compound 1 was structurally elucidated via single‐crystal X‐ray crystallography and subsequently magnetically and spectroscopically characterised to analyse its magnetisation dynamics and its luminescence behaviour. Computational studies validate the observed MJ energy levels attained by spectroscopy and provides a clearer picture of the slow relaxation of the magnetisation dynamics and relaxation pathways. These studies demonstrate that 1 acts as a single‐molecule magnet (SMM) under an applied magnetic field in which the relaxation occurs via a combination of Raman, direct, and quantum tunnelling processes, a behaviour further rationalised analysing the luminescent properties. This marks the first lanthanide‐containing molecule that forms by means of an asymmetric tetrazine decomposition.

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Section: Structural Analysismentioning

confidence: 68%

Section: Structural Analysismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Asymmetric Ring Opening in a Tetrazine‐Based Ligand Affords a Tetranuclear Opto‐Magnetic Ytterbium Complex

Richardson

Marin

Zhang

et al. 2020

Chemistry A European J

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“…Amide-coordinated Au(III) complexes have so far scarcely been reported [37][38][39][40][41][42][43][44]. This is likely a result of the electron deficient character of the amide nitrogens.…”

Section: Au(iii) Coordination Studiesmentioning

confidence: 99%

Au(III) complexes with tetradentate-cyclam-based ligands

Reiersølmoen¹,

Solvi²,

Fiksdahl³

2021

Beilstein J. Org. Chem.

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Chiral cyclam (1,4,8,11-tetraazacyclotetradecane) derivatives were synthesized stepwise from chiral mono-Boc-1,2-diamines and (dialkyl)malonyl dichloride via open diamide-bis(N-Boc-amino) intermediates (65–91%). Deprotection and ring closure with a second malonyl unit afforded the cyclam tetraamide precursors (80–95%). The new protocol allowed the preparation of the target cyclam derivatives (53–59%) by a final optimized hydride reduction. Both the open tetraamine intermediates and the cyclam derivatives successfully coordinated with AuCl3 to give moderate to excellent yields (50–96%) of the corresponding novel tetra-coordinated N,N,N,N-Au(III) complexes with alternating five- and six-membered chelate rings. The testing of the catalytic ability of the cyclam-based N,N,N,N-Au(III) complexes demonstrated high catalytic activity of some complexes in selected test reactions (full conversion in 1–24 h, 62–97% product yields).

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“…Compared with the extensive chemistry of cyclometallated gold(III) complexes containing C,N donor ligands, 1 little research has been conducted on analogous cycloaurated complexes stabilised by N,N donor ligands. Complexes derived from the primary amide picolinamide 2,3 1 and substituted analogues 2 4 and 3, 5 the dinuclear complex 4 6 and the substituted 2-(pyrrol-2-yl)pyridine ligand 5 7 are examples of the systems prepared. In addition, the ionic species 6-8 formed by the tridentate coordination of quinoline-derived ligands have also been investigated 8 and related gold(III) complexes containing anionic chelating N,N ligands such as tri-and tetrakis-pyrazolylborates are also Department of Chemistry, University of Waikato, Private Bag 3105, Hamilton, New Zealand.…”

Section: Introductionmentioning

confidence: 99%

Cycloauration of pyridyl sulfonamides

2008

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The pyridyl-2-alkylsulfonamides C(5)H(4)N(CH(2))(n)NHSO(2)R (n = 1,2; R = Me, Ph or p-C(6)H(4)Me) and 8-(p-tosylamino)quinoline undergo facile cycloauration reactions with H[AuCl(4)] in water, giving metallacyclic complexes coordinated through the pyridyl (or quinolyl) nitrogen atom and the deprotonated nitrogen of the sulfonamide group. The complexes have been fully characterised by NMR spectroscopy, ESI mass spectrometry and elemental analysis. The X-ray crystal structures of two derivatives reveal the presence of non-planar sulfonamide nitrogen atoms. The complexes show low activity against P388 murine leukaemia cells, possibly as a result of their ease of reduction with mild reducing agents.

show abstract

The complex (μ,η2:η2-L)[AuCl2]2, L2−=N,N′-bis(α-picolinoyl)hydrazido(2−), as obtained directly or through ring-opening reaction of 3,6-bis(2-pyridyl)-1,2,4,5-tetrazine

Cited by 15 publications

References 14 publications

Asymmetric Ring Opening in a Tetrazine‐Based Ligand Affords a Tetranuclear Opto‐Magnetic Ytterbium Complex

Asymmetric Ring Opening in a Tetrazine‐Based Ligand Affords a Tetranuclear Opto‐Magnetic Ytterbium Complex

Au(III) complexes with tetradentate-cyclam-based ligands

Cycloauration of pyridyl sulfonamides

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