A fresh look into VO(salen) chemistry: synthesis, spectroscopy, electrochemistry and crystal structure of [VO(salen)(H2O)]Br·0.5 CH3CN

Horn, Adolfo; Filgueiras, Carlos A. L.; Wardell, James L.; Herbst, Marcelo H.; Vugman, N.V.; Santos, Paulo S.; Lopes, José Guilherme S.; Howie, R. Α.

doi:10.1016/j.ica.2004.06.023

Cited by 15 publications

(5 citation statements)

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“…At 293 K, all of complexes 332 displayed second order kinetics. This kinetic behavior distinguished VO(salen)X complexes 332 from titanium-based catalyst 157 and suggested that the two catalysts had different catalytic cycles, as complex 157 displayed first order kinetics with the rate being independent of the concentration of benzaldehyde. , Oxovanadium(salen) complexes are known to exist in monomeric and oligomeric forms; , and in particular, fluoride containing complexes are known to be oligomeric, which may explain the high catalytic activity of this complex …”

Section: Chiral Lewis Acid-based Systems For the Asymmetric Cyanation...mentioning

confidence: 98%

Lewis Acid Catalyzed Asymmetric Cyanohydrin Synthesis

2008

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Verley type transition state 8 (Scheme 3). The use of acetone cyanohydrin as a cyanide source takes advantage of both the reversibility of cyanohydrin synthesis and the steric influence on the position of the equilibrium, which is generally more favorable for addition to aldehydes than to ketones.Acyl cyanides, 9 cyanoformates, 10 and cyanophosphonates 11 can also be used as cyanating agents and have the major advantage of producing O-protected cyanohydrins which do not revert to carbonyl compounds; thus, the cyanohydrin formation becomes irreversible, and even substrates for which the equilibrium between carbonyl compound and cyanohydrin is unfavorable can be prepared Michael North was born in Blackburn, England, in 1964. He obtained his B.Sc. in 1985 from the University of Durham and his D.Phil. in 1988 from the University of Oxford for work on the synthesis of nonracemic amino acids carried out in the group of Professor Sir J. E. Baldwin. After a two-year postdoctoral position in Professor G. Pattenden's research group at the University of Nottingham, he was appointed to his first academic post at the University of Wales at Bangor. In 1999 he moved to King's College London and was promoted to Professor of synthetic organic chemistry in 2001. In 2004, he moved to his current position as Professor of organic chemistry and joint director of the University Research Centre in Catalysis and Intensified Processing at the University of Newcastle upon Tyne. Professor North has published over 100 original papers and also holds five patents. His research interests are centered on the design and mechanistic study of new catalysts with applications including asymmetric carbon-carbon bond formation, carbon dioxide chemistry, and polymer chemistry. In 2001 he was awarded the Descartes Prize by the European Commission for his work on asymmetric cyanohydrin synthesis using metal(salen) complexes.

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Section: Chiral Lewis Acid-based Systems For the Asymmetric Cyanation...mentioning

confidence: 98%

Lewis Acid Catalyzed Asymmetric Cyanohydrin Synthesis

2008

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“…For background to vanadium compounds, see: Horn et al (2004); Thompson et al (1999); Wikksky et al (2001). For related structures of vanadium complexes derived from amino acid Schiff base ligands and with a coordination number of six for vanadium, see: Bian & Li (2011); Cao et al (2011); Chen et al (2004).…”

Section: Related Literaturementioning

confidence: 99%

“…The strong interest in vanadium compounds arises from the presence of vanadium in several metalloenzymes, their use as metallopharmaceutical agents and their catalytic abilities (Horn et al, 2004). Compared with other transition metal complexes, less vanadium complexes have been synthesized and characterized (Thompson et al, 1999;Wikksky et al, 2001).…”

Section: Data Collectionmentioning

confidence: 99%

(Methanol-κO)(methanolato-κO)oxido[N-(2-oxidobenzylidene)isoleucinato-κ³O,N,O′]vanadium(V)

Wang

Guo

2012

Acta Cryst E

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In the title complex, [V(C13H15NO3)O(CH3O)(CH3OH)], the VV atom is six-coordinated by a tridentate O,N,O′-donor ligand, derived from the condensation of salicylaldehyde and l-isoleucine, a vanadyl O atom, a methanolate O atom and a methanol O atom in a distorted octahedral geometry. The asymmetric unit contains two complex molecules. In the crystal, intermolecular O—H⋯O and C—H⋯O hydrogen bonds connect the molecules into a one-dimensional chain along [100].

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“…Bidentate imines are important ligands in coordination chemistry. For example, the salen ligand and its analogues are widely used [12]. However, unlike the Schiff bases derived from salicylic aldehyde, which are bidentate ligands, the complexation reactions of monodentate Schiff bases derived from cinnamic aldehyde are not known in great detail.…”

Section: Introductionmentioning

confidence: 99%

A Novel Zn^II Complex Bearing Two Monodentate (4-Methoxyphenyl)[(1E, 2E)-3-phenylprop-2-en-1-ilidene] Schiff Bases: Crystal Structure and DFT Study

Cordeiro

Hottes

Esteves-Souza

et al. 2019

Journal of Chemistry

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A novel ZnII complex bearing two monodentate (4-methoxyphenyl)[(1E, 2E)-3-phenylprop-2-en-1-ilidene] Schiff bases was synthesized and investigated both in the solid state by single-crystal X-ray diffraction, elemental analysis, and FTIR and in solution by 1H NMR spectroscopy. The complex crystallizes in the P21/c monoclinic space group. The asymmetric unit contains one ZnII ion coordinated to two Schiff base ligands and two chloride ions, in a distorted tetrahedral geometry. The title complex was also investigated by DFT, using the hybrid functional B3LYP with basis set 6-31G++, which reproduced the geometry and structural features of the complex in the crystal, and was used to assign the main bands in the FTIR spectrum. In solution, the complex maintains its integrity against decomposition to the parent reagents.

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A fresh look into VO(salen) chemistry: synthesis, spectroscopy, electrochemistry and crystal structure of [VO(salen)(H2O)]Br·0.5 CH3CN

Cited by 15 publications

References 49 publications

Lewis Acid Catalyzed Asymmetric Cyanohydrin Synthesis

Lewis Acid Catalyzed Asymmetric Cyanohydrin Synthesis

(Methanol-κO)(methanolato-κO)oxido[N-(2-oxidobenzylidene)isoleucinato-κ³O,N,O′]vanadium(V)

A Novel Zn^II Complex Bearing Two Monodentate (4-Methoxyphenyl)[(1E, 2E)-3-phenylprop-2-en-1-ilidene] Schiff Bases: Crystal Structure and DFT Study

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A fresh look into VO(salen) chemistry: synthesis, spectroscopy, electrochemistry and crystal structure of [VO(salen)(H2O)]Br·0.5 CH3CN

Cited by 15 publications

References 49 publications

Lewis Acid Catalyzed Asymmetric Cyanohydrin Synthesis

Lewis Acid Catalyzed Asymmetric Cyanohydrin Synthesis

(Methanol-κO)(methanolato-κO)oxido[N-(2-oxidobenzylidene)isoleucinato-κ3O,N,O′]vanadium(V)

A Novel ZnII Complex Bearing Two Monodentate (4-Methoxyphenyl)[(1E, 2E)-3-phenylprop-2-en-1-ilidene] Schiff Bases: Crystal Structure and DFT Study

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(Methanol-κO)(methanolato-κO)oxido[N-(2-oxidobenzylidene)isoleucinato-κ³O,N,O′]vanadium(V)

A Novel Zn^II Complex Bearing Two Monodentate (4-Methoxyphenyl)[(1E, 2E)-3-phenylprop-2-en-1-ilidene] Schiff Bases: Crystal Structure and DFT Study