Methyltris(pyrazolyl)silanes: new tripodal nitrogen-donor ligands

Pullen, Eric E.; Rheingold, Arnold L.; Rabinovich, Daniel

doi:10.1016/s1387-7003(99)00046-5

Cited by 19 publications

(16 citation statements)

References 18 publications

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“…N 2 O Ar H (1) reacts readily with NaH in THF to form the binuclear complex [Na(k 2 -N 2 O Ar )(THF)] 2 (2) in reasonable yield after recrystallization from THF (Scheme 1). The molecular structure From the point of view of alkali metal mono(phenoxide) structural chemistry, several Na 2 (OAr) 2 (L) x systems have related solid-state features.…”

Section: Synthesis Of Sodium and Magnesium Complexes Of N 2 O Armentioning

confidence: 99%

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Sodium, magnesium and zinc complexes of mono(phenolate) heteroscorpionate ligands

et al. 2009

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The reaction of bis(3,5-dimethylpyrazolyl)methylphenol N(2)O(Ar)H (1) with NaH in THF formed dimeric [Na(kappa(2)-N(2)O(Ar))(THF)](2) (2), which contains a kappa(2)(N,O)-bound bidentate N(2)O(Ar) ligand. The reaction of 1 with Mg(n)Bu(2) gave the four-coordinate monomeric butyl compound Mg(N(2)O(Ar))(n)Bu (3), whereas with (n)BuMgCl, a mixture of products was formed, including the six-coordinate homoleptic species Mg(N(2)O(Ar))(2) (4). The reaction of [Na(kappa(2)-N(2)O(Ar))(THF)](2) with (n)BuMgCl also gave 3, as did the redistribution reaction of Mg(n)Bu(2) with 4. The reaction of 1 with Mg{N(SiRMe(2))(2)}(2) afforded the four-coordinate amide derivatives Mg(N(2)O(Ar)){N(SiRMe(2))(2)} (R = Me (6) or H (7)), together with 4. The reactions of 1 with ZnMe(2) or Zn{N(SiMe(3))(2)}(2) gave the monomeric compounds Zn(N(2)O(Ar))Me (8) and Zn(N(2)O(Ar)){N(SiMe(3))(2)} (9), respectively. The reaction 9 of with HCl formed Zn(N(2)O(Ar))Cl (11), and subsequent addition of LiN(SiHMe(2))(2) to 11 led to Zn(N(2)O(Ar)){N(SiHMe(2))(2)} (12). The reaction of 1 with either Zn{N(SiMe(3))(2)}(2) or 9 gave Zn(N(2)O(Ar))(2). The compounds 2, 3, 4, 6, 8, 9 and 11 were crystallographically characterized. Compound was very active for the ring-opening polymerization (ROP) of epsilon-caprolactone (epsilon-CL) but the process was very poorly controlled as judged by the M(n) and polydispersity index of the polymer. Compounds 3, 8, 9 and 12 gave poor conversions to poly(epsilon-CL) over extended periods. N(2)O(Ar)H = 2,4-di-tert-butyl-6-(bis(3,5-dimethylpyrazolyl)methyl)phenol.

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Section: Synthesis Of Sodium and Magnesium Complexes Of N 2 O Armentioning

confidence: 99%

“…Selected distances (A ˚) and angles ( • ) for [Na(k 2 -N 2 O Ar )(THF)] 2(2). Atoms carrying the suffix 'A' are related to their counterparts by the operator -x, 1 -y, 1 -z…”

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Sodium, magnesium and zinc complexes of mono(phenolate) heteroscorpionate ligands

et al. 2009

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“…Scorpionate is a term coined by Trofimenko [1] to describe a special class of poly(pyrazolyl) compounds, which are derived from two or more N-deprotonated pyrazole rings bound to a main group atom (e.g., boron, carbon, aluminium, indium, gallium, silicon, and germanium) through one of the ring nitrogens [1][2][3][4][5][6]. Tris(pyrazolyl)methanes (Tpm, Figure 1) were reported for the first time in 1937 [7].…”

Section: Introductionmentioning

confidence: 99%

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

et al. 2019

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The catalytic activity of the water-soluble scorpionate coordination compounds [Cu(-NN’O-Tpms)2] (1), [Mn(Tpms)2] (2) and Li[FeCl2(-NN’N’’-Tpms)] (3) [Tpms = tris(pyrazolyl)-methane sulfonate, O3SC(pz)3], were studied towards the (Henry) reaction between benzaldehyde and nitromethane or nitroethane in aqueous medium to afford, respectively, 2-nitro-1-phenylethanol or 2-nitro-1-phenylpropanol, the latter in the syn and the anti diastereoisomeric forms. Complex 1 exhibited the highest activity under the optimum experimental conditions and was used to broaden the scope of the reaction to include several aromatic aldehydes achieving yields up to 94%.

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“…15 Variation of the bridging atom allowed to further tune electronics and charge of the scorpionate ligands, thus influencing coordination behavior and solubility of their complexes. Reported systems include CH/COH, 9 CH 3 /C 6 H 5 -Si, 16 N, 9a P, 8,9,17 [R-P] + , 18 PvO, 9b,19 As, 9a AsvO, 9b 22 Si-, 23 Ge − , Sn − , 24 Pb − . 20 † Electronic supplementary information (ESI) available: Synthetic and characterization data for all new compounds, additional figures.…”

Section: Introductionmentioning

confidence: 99%

“…Thus, one can differentiate neutral, mono-, di-and trianionic homoscorpionates (Chart 1). Whereas there is a plethora of known neutral 8,9,14,16,17 and monoanionic 1,10,12,13,[20][21][22]24 homoscorpionates as well as some trianionic examples, 11 dianionic ligands are rare with only one reported precedent 18 (A in Chart 2). The latter was isolated as a LAlCl complex, and its LAlMe complex could be methylated at phosphorus to afford a methylphosphonium derivative.…”

Section: Introductionmentioning

confidence: 99%

A dianionic C₃-symmetric scorpionate: synthesis and coordination chemistry

et al. 2020

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Methyltris(pyrazolyl)silanes: new tripodal nitrogen-donor ligands

Cited by 19 publications

References 18 publications

Sodium, magnesium and zinc complexes of mono(phenolate) heteroscorpionate ligands

Sodium, magnesium and zinc complexes of mono(phenolate) heteroscorpionate ligands

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

A dianionic C₃-symmetric scorpionate: synthesis and coordination chemistry

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Methyltris(pyrazolyl)silanes: new tripodal nitrogen-donor ligands

Cited by 19 publications

References 18 publications

Sodium, magnesium and zinc complexes of mono(phenolate) heteroscorpionate ligands

Sodium, magnesium and zinc complexes of mono(phenolate) heteroscorpionate ligands

Hydrosoluble Complexes Bearing Tris(pyrazolyl)methane Sulfonate Ligand: Synthesis, Characterization and Catalytic Activity for Henry Reaction

A dianionic C3-symmetric scorpionate: synthesis and coordination chemistry

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A dianionic C₃-symmetric scorpionate: synthesis and coordination chemistry