Comparative study of the O···H···O proton transfer in the enol form of a single acetylacetone molecule and acetylacetone incorporated in β-cyclodextrin: a theoretical investigation
2
Citation
18
Reference
10
Related Paper
Citation Trend
Keywords:
Acetylacetone
Diketone
Two classes of β-diketone complexes of CuI, AgI, and AuI have been prepared viz.: class (i) L2M(β-diketone), M = Cu, L = Ph3P, β-diketone = conjugate base of acetylacetone (acac), benzoylacetone (ba), trifluoro-acetylacetone (tfa), or hexafluoroacetylacetone (hfa), and M = Ag, L = Ph3P, β-diketone = ba or hfa; and class (2) LM(β-diketone), M = Ag, L = Ph3P, β-diketone = acac or tfa, and M = Au, L = Ph3P, Ph2EtP, Et3P, (Ph·Me)3P, or Ph3As, β-diketone = acac or ba. On the basis of molecular-weight data, and i.r. and n.m.r. spectral studies the complexes of CuI and AgI are shown to contain oxygen-bonded β-diketones irrespective of their composition, whereas those of AuI contain carbon-bonded ligands in all cases. The stereochemical consequences of these observations are discussed.
Acetylacetone
Diketone
Cite
Citations (77)
Diketone
Fragmentation
Bond cleavage
Enone
Cite
Citations (20)
Reaction of Ti(OiPr)4 or Zr(OPr)4 with 1 or 2 molar equiv of the 3-alkyl-substituted acetylacetone derivatives 3-acetyl-6-trimethoxysilylhexane-2-one or 3-acetylpentane-2-one not only gives the corresponding β-diketonate complexes but also results in about 15% hydrodeacylation of the β-diketone. With the stronger Lewis acid Al(OsBu)3 hydrodeacylation prevails. Hydrodeacylation is suppressed when a 1∶5 ratio of metal alkoxide and β-diketone is reacted.
Acetylacetone
Diketone
Alkoxide
Molar ratio
Coordination complex
Cite
Citations (26)
Acetylacetone
Ethylene diamine
Diketone
Polyacrylonitrile
Cite
Citations (7)
The reaction of triaminoguanidine with acetylacetone involves a sequential attack of the diketone on the hydrazine groupings of the triaminoguanidine. The reaction provides a new route to substituted tetrazines and dipyrazolyl ketone hydrazones, but it cannot be used to provide a hydrazidinating reagent comparable with the amidinating agents obtained from similar reactions of diketones with monoacylhydrazines.
Acetylacetone
Diketone
Hydrazine (antidepressant)
Hydrazone
Cite
Citations (6)
Acetylacetone
Diketone
Condensation reaction
Cite
Citations (7)
Acetylacetone
Uranyl
Diimine
Diketone
Dibenzoylmethane
Cite
Citations (25)
Acetylacetone
Dibenzoylmethane
Thenoyltrifluoroacetone
Diketone
Cite
Citations (7)
Cu-α, α'-dipyridyl (Cu-Dip) has two unoccupied coordination sites, and when acetylacetone, benzoylacetone, dibenzoylmethane, p-carboxydibenzoylmethane, trifluoroacetylacetone, benzoyltrifluoroacetone and salicylaldehyde were reacted on Cu-Dip respectively, the presence of two different equilibria in Chart 1 was suggested spectrophotometrically according to the ratio of Cu-Dip and β-diketone. These equilibria are : Cu-Dip+β-diketone⇄β-diketone-Cu-Dip, β-diketone-Cu-Dip+β-diketone⇄Cu (β-diketone)2+Dip. The isosbestic points which indicate the presence of the above equilibria respectively, were observed in the spectra of the mixed complexes. Furthermore, the study of the relation between the isosbestic points and β-diketone concentration to Cu-Dip revealed the relative reactivity for the formation of Cu(β-diketone)2 which was shown in the order : dibenzoylmethane>benzoylacetone>acetylacetone>salicylaldehyde>p-carboxydibenzoylmethane»trifluoroacetylacetone, benzoyltrifluoroacetone. Mixed complexes of Cu (II) with α, α'-dipyridyl and β-diketone (1 : 1 : 1) were synthesized by reacting β-diketone to Cu-Dip in 50% dioxane solution containing 0.1M NaHCO3.
Acetylacetone
Dibenzoylmethane
Diketone
Salicylaldehyde
Coordination complex
Cite
Citations (2)
The reactions of the acid complexes HPt(acac)2X (X = Cl or Br) with a range of mono- and bi-dentate ligands have been investigated. Three main types of complex have been isolated: PtX(acac)L, containing an O-bonded acetylacetone (acac) and a monodenate ligand (L), PtCl(acac)L′ containg a C-bonded acetylacetone and a bidentate ligand L′, and Pt2Cl2(acac)2(diolefin) containing bridging diolefins. The i.r. spectra (400–4000 cm.–1) are reported and are consistent with the suggested structures. Mass spectra and n.m.r. spectra are also reported where appropriate and are discussed in terms of the suggested structures.
Acetylacetone
Diketone
Dibenzoylmethane
Cite
Citations (13)