Alkylzinc Complexes with Achiral and Chiral Monoanionic N,N,O Heteroscorpionate Ligands

Hegelmann, Ina; Beck, Alexander; Eichhorn, Christian; Weibert, Bernhard; Burzlaff, Nicolai

doi:10.1002/ejic.200390046

Cited by 69 publications

(43 citation statements)

References 37 publications

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“…In this compound the carboxylate group is η 1 -bonded to zinc via one of its oxygen atoms, while tetrahedral coordination geometry at zinc is reached via intramolecular coordination of the nitrogen atoms of the two pyrazolyl moieties. The solid state structure of an analog of 137 containing one 3,5-di-tert-butylpyrazolyl group and one 3,5-dimethylpyrazolyl group has also been established 216 . This compound is isostructural with 137.…”

Section: Monoorganozinc Compounds Rzny With Y = Ormentioning

confidence: 99%

Structural Organozinc Chemistry

Jastrzebski¹,

Boersma²,

Koten³

2006

The Chemistry of Organozinc Compounds

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Section: Monoorganozinc Compounds Rzny With Y = Ormentioning

confidence: 99%

Structural Organozinc Chemistry

Jastrzebski¹,

Boersma²,

Koten³

2006

The Chemistry of Organozinc Compounds

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“…[5,6,9,10] The N,N,O binding motif is of particular interest not only as tripodal ligand in organometallic and coordination chemistry but as mimic of the active site of enzymes with a 2-His-1-carboxylate motif as well. [6,[11][12][13] Transition metal complexes of Hbdmpza with zinc and iron have proven to be good structural mimics for such metalloenzymes. [6,12] Due to their binding behaviour was evidenced by IR spectra of the polymer supported transition metal complexes and the uptake of manganese was proven by AAS measurements.…”

Section: Introductionmentioning

confidence: 99%

Novel N,N,O Scorpionate Ligands and Transition Metal Complexes Thereof Suitable for Polymerisation

et al. 2008

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Esterification of 2,2‐bis(3,5‐dimethylpyrazol‐1‐yl)‐3‐hydroxypropionic acid (2) with methacryloyl chloride led to the new κ3‐N,N,O ligand 2,2‐bis(3,5‐dimethylpyrazol‐1‐yl)‐3‐methacrylato‐propionic acid (Hbdmpzmp) (3). The κ3‐N,N,O coordination as known from bis(3,5‐dimethylpyrazol‐1‐yl)acetic acid (Hbdmpza, 1) was proven by syntheses of the complexes [Mn(bdmpzmp)(CO)3] (4) and [Re(bdmpzmp)(CO)3] (5) and the single‐crystal X‐ray structure of 4. The methacrylic ester functionality makes 3, 4 and 5 suitable for polymerisation. Thus, copolymerisation of 3 with methyl methacrylate (MMA), a combination of MMA and ethylene glycol dimethacrylate (EGDMA) or pure EGDMA led to various solid phases (P1a–P1c, P2, P3a, P3b) with incorporated ligand. Polymer‐bound manganese and rhenium tricarbonyl complexes could be obtained by copolymerisation of 4 and 5 with MMA as well as by a polymer analogous reaction of P1a with appropriate metal salts. In both cases, the facial tripodal binding behaviour was evidenced by IR spectra of the polymer supported transition metal complexes and the uptake of manganese was proven by AAS measurements. Reaction of the soluble deprotonated solid phase P1a with copper(II) chloride led to a deep‐blue solid phase (P‐Cu‐I). The UV/Vis absorption maximum at 715 nm indicates the copper centres to act as crosslinking agent by a similar binding behaviour as in [Cu(bdmpza)2]. In contrast, the heterogeneous reaction of P1b with copper(II) chloride formed a lime‐green solid phase (P‐Cu‐II). The bathochromic shift of the absorption maximum by 78 nm suggests one‐sided bound copper centres. EPR spectra do not show exchange narrowing between the copper centres indicating the metal centres to be far enough apart from each other to prevent magnetic interactions. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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“…In case of the 1H-1,2,4-triazole-based ligand 5 formation of coordination polymers were observed as proven by the synthesis of [Zn(btp) 2 ] ϱ (8) and [Mn(btp) 2 ] ϱ (9). Polymer 8 crystallises in linear chains of zinc atoms bridged by two molecules of ligand 5 each.…”

Section: Introductionmentioning

confidence: 94%

N,N,O Ligands Based on Triazoles and Transition Metal Complexes Thereof

et al. 2010

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The reaction of 2H-benzotriazole (1) with dichloroacetic acid leads to the symmetric bis(2H-benzotriazol-2-yl)methane (2c) in 40 % yield. Deprotonation of 2c at the bridging methylene group and subsequent carboxylation with CO 2 yielded the new tripodal N,N,O ligand bis(2H-benzotriazol-2-yl)acetic acid Hbbta (3). The sterically less demanding sodium 3,3-bis(1H-1,2,4-triazol-1-yl)propionate Na[btp] (5) was obtained by saponification of methyl 3,3-bis(1H-1,2,4-triazol-1-yl)propionate (4). The heteroscorpionate ligand 3 was treated with [MnBr(CO) 5 ] and [RuCl 2 (PPh 3 ) 3 ] to form the manganese tricarbonyl complex [Mn(bbta)(CO) 3 ] (6) and the air stable ruthenium complex [Ru(bbta)Cl(PPh 3 ) 2 ] (7). DFT calculations and the IR spectra of the carbonyl complex 6 reveal ligand 3

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Alkylzinc Complexes with Achiral and Chiral Monoanionic N,N,O Heteroscorpionate Ligands

Cited by 69 publications

References 37 publications

Structural Organozinc Chemistry

Structural Organozinc Chemistry

Novel N,N,O Scorpionate Ligands and Transition Metal Complexes Thereof Suitable for Polymerisation

N,N,O Ligands Based on Triazoles and Transition Metal Complexes Thereof

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