Crystal and molecular structure of [L3(μ2-OAr)3] (OAr = 2,6-diphenyl-3,5-di-tert-butylphenoxide); a cluster containing short LiO distances

Vilardo, Jonathan S.; Fanwick, Phillip E.; Rothwell, Ian P.

doi:10.1016/s0277-5387(97)00317-3

Cited by 29 publications

(18 citation statements)

References 22 publications

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“…It consists of centrosymmetric dimers in which the lithiums bridge two OArЈ groups. The lower degree of aggregation in 5 may be contrasted with the trimer structure observed for (Li-OC 6 H-2,6-Ph 2 -3,5-tBu 2 ) 3 [24] which has the less crowded phenyl substituents in the ortho positions. The planar Li 2 O 2 rhombic core features two different LiϪO distances of 1.807(3) and 1.979(3) Å and LiOLi and OLiO angles of 81.2(1)°and 98.8(1)°.…”

Section: Structuresmentioning

confidence: 90%

Synthesis and Characterization of the Very Bulky Phenols ArOH and Ar′OH (Ar = C₆H₃‐2,6‐Trip₂, Trip = C₆H₂‐2,4,6‐iPr₃; Ar′ = C₆H₃‐2,6‐Dipp₂, Dipp = C₆H₃‐2,6‐iPr₂) and Their Lithium and Sodium Derivatives (LiOAr′)₂ and (NaOAr*)₂

et al. 2003

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The very bulky phenols Ar*OH (1) and Ar′OH (2), where Ar* = C6H3‐2,6‐Trip2 (Trip = C6H2‐2,4,6‐iPr3) and Ar′ = C6H3‐2,6‐Dipp2 (Dipp = C6H3‐2,6‐iPr2), as well as their lithium and sodium derivatives (LiOAr*)2 (3), (LiOAr′)2 (4) and (NaOAr*)2 (5) have been synthesized and characterized. The terphenols 1 and 2 were obtained by the reaction of the aryllithium reagents with nitrobenzene and were isolated in ca. 70% yield. The lithium or sodium salts 3−5 were isolated by the reaction of 1 or 2 with nBuLi or sodium metal. All compounds were characterized spectroscopically, and by X‐ray crystallography in the case of 1, 2, 4 and 5. The large terphenyl substituents prevent hydrogen‐bonded association of the phenols 1 and 2. Instead, the O−H hydrogens interact with the π‐electron cloud on one of the flanking Trip or Dipp rings. The dimeric structures of 4 and 5 are relatively rare examples of structurally characterized alkali metal phenoxides that are unsolvated by internal electron pair donors or classical Lewis bases such as ethers or amines. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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Section: Structuresmentioning

confidence: 90%

Synthesis and Characterization of the Very Bulky Phenols ArOH and Ar′OH (Ar = C₆H₃‐2,6‐Trip₂, Trip = C₆H₂‐2,4,6‐iPr₃; Ar′ = C₆H₃‐2,6‐Dipp₂, Dipp = C₆H₃‐2,6‐iPr₂) and Their Lithium and Sodium Derivatives (LiOAr′)₂ and (NaOAr*)₂

et al. 2003

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“…[2][3][4][5][34][35][36] This contrasts with related mono-anionic aminephenolate lithium complexes that still remain relatively unexplored. 6 Furthermore, it has been established that lithium phenolates usually contain square Li 2 39 Following our recently reported work on zinc compounds of piperazinyl aminephenolate ligands, 18 which efficiently initiated the ring-opening polymerization of rac-lactide and ε-caprolactone in a controlled manner, we decided to study the chemistry of related Li complexes. Herein, we report the synthesis and structural characterization of trimetallic lithium piperazinyl aminephenolate complexes.…”

Section: Introductionmentioning

confidence: 99%

Ring-opening polymerization of ε-caprolactone by lithium piperazinyl-aminephenolate complexes: synthesis, characterization and kinetic studies

et al. 2012

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A series of lithium complexes were prepared from 2(N-piperazinyl-N′-methyl)-2-methylene-4-R′-6-Rphenols ([ONN] RR′ ) and characterized through elemental analysis, 1 H and 13 C{ 1 H} NMR spectroscopy, and X-ray crystallography. Treatment of the ligands with n-butyllithium afforded {Li [ONN] RR′ } 3 [R = Me, R′ = t Bu, (1); R = R′ = t Bu (2); R = R′ = t Am, (3), t Am = C(CH 3 ) 2 CH 2 CH 3 ], with trimetallic structures in the solid-state as shown by single-crystal X-ray diffraction. The reactivity of these complexes in the ring-opening polymerization of ε-caprolactone (ε-CL), as well as the influences of monomer concentration, monomer/Li molar ratio, polymerization temperature and time, was studied. Rates of polymerization were first order with respect to both monomer and lithium concentrations, and activation energies for the reactions were determined. MALDI-TOF MS analysis revealed that transesterification had occurred during the polymerization.

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“…Die Koordinationszahl des Li-Kations betra È gt meist vier, seltener drei [9] oder gar zwei [8]. Lithiumphenolat-Tetrahydrofuran bildet im Festzustand sowohl ein Hexamer [4] als auch ein Tetramer [10], wa È hrend 2,6-substituierte Phenolate dimer auftreten ko È nnen (s. Ûbersicht in [7]). LiOC 6 H 3 -2,6-Me 2 und LiOC 6 H 2 ±2,4,6-Me 3 bilden in Lo È sung vorwiegend dimere Einheiten [13,14].…”

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Die Kristallstruktur von Lithiummesitolat [{LiOC6H2-2,4,6-(CH3)3}4(THF)3]

Thiele¹,

Görls²,

Seidel³

1998

Z. anorg. allg. Chem.

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Crystal and molecular structure of [L3(μ2-OAr)3] (OAr = 2,6-diphenyl-3,5-di-tert-butylphenoxide); a cluster containing short LiO distances

Cited by 29 publications

References 22 publications

Synthesis and Characterization of the Very Bulky Phenols ArOH and Ar′OH (Ar = C₆H₃‐2,6‐Trip₂, Trip = C₆H₂‐2,4,6‐iPr₃; Ar′ = C₆H₃‐2,6‐Dipp₂, Dipp = C₆H₃‐2,6‐iPr₂) and Their Lithium and Sodium Derivatives (LiOAr′)₂ and (NaOAr*)₂

Synthesis and Characterization of the Very Bulky Phenols ArOH and Ar′OH (Ar = C₆H₃‐2,6‐Trip₂, Trip = C₆H₂‐2,4,6‐iPr₃; Ar′ = C₆H₃‐2,6‐Dipp₂, Dipp = C₆H₃‐2,6‐iPr₂) and Their Lithium and Sodium Derivatives (LiOAr′)₂ and (NaOAr*)₂

Ring-opening polymerization of ε-caprolactone by lithium piperazinyl-aminephenolate complexes: synthesis, characterization and kinetic studies

Die Kristallstruktur von Lithiummesitolat [{LiOC6H2-2,4,6-(CH3)3}4(THF)3]

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Crystal and molecular structure of [L3(μ2-OAr)3] (OAr = 2,6-diphenyl-3,5-di-tert-butylphenoxide); a cluster containing short LiO distances

Cited by 29 publications

References 22 publications

Synthesis and Characterization of the Very Bulky Phenols Ar*OH and Ar′OH (Ar* = C6H3‐2,6‐Trip2, Trip = C6H2‐2,4,6‐iPr3; Ar′ = C6H3‐2,6‐Dipp2, Dipp = C6H3‐2,6‐iPr2) and Their Lithium and Sodium Derivatives (LiOAr′)2 and (NaOAr*)2

Synthesis and Characterization of the Very Bulky Phenols Ar*OH and Ar′OH (Ar* = C6H3‐2,6‐Trip2, Trip = C6H2‐2,4,6‐iPr3; Ar′ = C6H3‐2,6‐Dipp2, Dipp = C6H3‐2,6‐iPr2) and Their Lithium and Sodium Derivatives (LiOAr′)2 and (NaOAr*)2

Ring-opening polymerization of ε-caprolactone by lithium piperazinyl-aminephenolate complexes: synthesis, characterization and kinetic studies

Die Kristallstruktur von Lithiummesitolat [{LiOC6H2-2,4,6-(CH3)3}4(THF)3]

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Synthesis and Characterization of the Very Bulky Phenols ArOH and Ar′OH (Ar = C₆H₃‐2,6‐Trip₂, Trip = C₆H₂‐2,4,6‐iPr₃; Ar′ = C₆H₃‐2,6‐Dipp₂, Dipp = C₆H₃‐2,6‐iPr₂) and Their Lithium and Sodium Derivatives (LiOAr′)₂ and (NaOAr*)₂

Synthesis and Characterization of the Very Bulky Phenols ArOH and Ar′OH (Ar = C₆H₃‐2,6‐Trip₂, Trip = C₆H₂‐2,4,6‐iPr₃; Ar′ = C₆H₃‐2,6‐Dipp₂, Dipp = C₆H₃‐2,6‐iPr₂) and Their Lithium and Sodium Derivatives (LiOAr′)₂ and (NaOAr*)₂