scholarly journals β-Borylation of conjugated carbonyl compounds with silylborane or bis(pinacolato)diboron catalyzed by Au nanoparticles

2020 ◽  
Vol 18 (43) ◽  
pp. 8921-8927
Author(s):  
Marios Kidonakis ◽  
Michael Fragkiadakis ◽  
Manolis Stratakis
Keyword(s):  
Carbonyl Compounds ◽  
Au Nanoparticles ◽  
Analogous Reaction ◽  
Catalysed Reaction

β-Borylation occurs in the Au/TiO2-catalysed reaction between the silylborane Me2PhSiBpin and conjugated carbonyl compounds, in contrast to the so far known analogous reaction catalysed by other metals, where β-silylation occurs instead.

Nanogold(0)-Catalyzed Addition of Heteroelement σ Linkages to Functional Groups

Synthesis ◽  
2019 ◽  
Vol 51 (12) ◽  
pp. 2435-2454 ◽  
Author(s):  
Manolis Stratakis ◽  
Ioannis N. Lykakis
Keyword(s):  
Functional Groups ◽  
Carbonyl Compounds ◽  
Au Nanoparticles ◽  
Future Perspectives ◽  
Metal Catalysis ◽  
Dehydrogenative Coupling ◽  
Catalytic Sites ◽  
Diazo Carbonyl Compounds ◽  
Aromatic Carbonyl Compounds ◽  
Subsequent Addition

In recent years, supported Au nanoparticles and nanoporous Au materials have shown remarkable catalytic activity in the activation of σ heteroelement linkages such as, Si–H, Si–Si, B–B and B–Si, and their subsequent addition to functional groups, primarily π bonds. In this review article we discuss the reaction modes known to date, and attempt to discuss the mechanistic clues of these transformations which are rather unexpected in terms of conventional transition-metal catalysis concepts, given that the catalytic sites are metallic Au(0).1 Introduction2 Activation of Hydrosilanes2.1 Reactions of Hydrosilanes with Alkynes2.1.1 Hydrosilylation2.1.2 Dehydrogenative Coupling2.2 Reactions of Hydrosilanes with Allenes2.3 Reactions of Hydrosilanes with Carbonyl Compounds and Imines2.4 Reactions of Hydrosilanes with α-Diazo Carbonyl Compounds2.5 Miscellaneous Transformations from the Nano Au-Catalyzed Activation­ of Hydrosilanes3 Activation of Disilanes3.1 Disilylation of Alkynes3.2 Reactions of 1,1,2,2-Tetramethyldisilane with Alkynes4 Activation of Diboranes4.1 Diborylation of Alkenes4.2 Diborylation of Alkynes4.3 Diborylation of Allenes4.4 Diborylation of Methylenecyclopropanes5 Activation of Silylboranes5.1 Silaboration of Alkynes5.2 Silaboration of Allenes5.3 Silaboration of Unactivated Epoxides and Oxetanes5.4 Reactions of Silylboranes with Aromatic Carbonyl Compounds6 Conclusions and Future Perspectives

The mechanism of 1,3-dioxolane formation from the BF3 -catalysed reaction of epoxides with carbonyl compounds

Tetrahedron ◽  
1970 ◽  
Vol 26 (6) ◽  
pp. 1311-1313 ◽  
Author(s):  
B.N. Blackett ◽  
J.M. Coxon ◽  
M.P. Hartshorn ◽  
A.J. Lewis ◽  
G.R. Little ◽  
...  
Keyword(s):  
Carbonyl Compounds ◽  
Catalysed Reaction

The BF3-Catalysed Reaction between 2-Methylfuran and Some a,b-Unsaturated Carbonyl Compounds.

Heterocycles ◽  
1981 ◽  
Vol 15 (2) ◽  
pp. 1079 ◽  
Author(s):  
John W. ApSimon ◽  
V. Seenu Srinivasan ◽  
M. R. L’Abbé ◽  
R. Seguin
Keyword(s):  
Carbonyl Compounds ◽  
Catalysed Reaction

scholarly journals Enzymes catalysing conjugations of glutathione with αβ-unsaturated carbonyl compounds

1968 ◽  
Vol 109 (4) ◽  
pp. 651-661 ◽  
Author(s):  
E. Boyland ◽  
L. F. Chasseaud
Keyword(s):  
Ammonium Sulphate ◽  
Carbonyl Compounds ◽  
Lower Energy ◽  
Rat Kidney ◽  
Heat Inactivation ◽  
Phenoxyacetic Acid ◽  
Diethyl Maleate ◽  
Catalysed Reaction ◽  
Ammonium Sulphate Fractionation ◽  
Inhibition Studies

1. Heat-inactivation experiments, ammonium sulphate-fractionation studies, enzyme-inhibition studies with S-(αβ-diethoxycarbonylethyl)glutathione, and evidence from the distribution of activities in rat liver, in rat kidney and in the livers of other animals, indicate that reactions of glutathione with (i) trans-benzylideneacetone, (ii) cyclohex-2-en-1-one, (iii) trans-cinnamaldehyde, (iv) diethyl maleate, (v) diethyl fumarate and (vi) 2,3-dimethyl-4-(2-methylenebutyryl)phenoxyacetic acid are catalysed by different enzymes. 2. Evidence is presented that the enzymes catalysing the reactions of glutathione with substrates (i)–(iv) are different from glutathione S-alkyltransferase, S-aryltransferase and S-epoxidetransferase. 3. The name ‘glutathione S-alkenetransferases’ is proposed for enzymes catalysing reactions of glutathione with αβ-unsaturated compounds. 4. The Arrenhius plot for the enzyme-catalysed reaction of diethyl maleate with glutathione is discontinuous, with lower energy of activation at 38°.

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