THE COUPLING ACTION OF THE GRIGNARD REAGENT III. THE QUESTION OF THE FORMATION OF 1,2,3-TRIPHENYLPROPANE AND SIMILAR HYDROCARBONS IN THE COUPLING REACTIONS OF THE BENZYL HALIDES

1926 ◽  
Vol 48 (11) ◽  
pp. 2937-2942 ◽  
Author(s):  
Reynold C. Fuson
Keyword(s):  
Grignard Reagent ◽  
Coupling Reactions ◽  
Benzyl Halides

scholarly journals Kinetics and mechanism of the C-S coupling reactions of aryl Grignard reagents with aryl arenesulfonates

2008 ◽  
Vol 6 (2) ◽  
pp. 237-244 ◽  
Author(s):  
Ender Erdik ◽  
Fatma Eroğlu
Keyword(s):  
Nucleophilic Addition ◽  
Kinetic Data ◽  
Grignard Reagent ◽  
Activation Parameters ◽  
Grignard Reagents ◽  
Coupling Reactions ◽  
Sulfonyl Group ◽  
First Order ◽  
Kinetics Of ◽  
Hammett Relationship

AbstractThe kinetics of the C-S coupling of arylmagnesium bromides with phenyl tosylate has been studied in THF: toluene at 90°C. The reaction is first order in Grignard reagent and first order in phenyl tosylate. Kinetic data, Hammett relationship and activation parameters are consistent with a nucleophilic addition mechanism involving rate determining attack of carbanion to sulfonyl group followed by a fast phenoxide group leaving.

Synthesis and structural characterization of substituted phenols with a m-terphenyl backbone 2,4,6-R3C6H2OH (R=2,4,6-Me3C6H2, Me5C6)

2015 ◽  
Vol 70 (1) ◽  
pp. 77-81 ◽  
Author(s):  
Atena B. Şolea ◽  
Marian Olaru ◽  
Cristian Silvestru ◽  
Ciprian I. Raţ
Keyword(s):  
Grignard Reagent ◽  
Cross Coupling ◽  
Molecular Structures ◽  
Coupling Reactions ◽  
X Ray Diffraction ◽  
Substituted Phenols ◽  
X Ray ◽  
Cross Coupling Reactions ◽  
C Nmr

AbstractSubstituted phenols with a m-terphenyl backbone 2,4,6-R3C6H2OH [R=2,4,6-Me3C6H2 (1), Me5C6 (2)] were synthesized using Kumada cross-coupling reactions between 2,4,6-I3C6H2OH and the corresponding Grignard reagent. Both compounds were structurally characterized in solution by 1H and 13C NMR spectroscopy and HRMS. The molecular structures of 1 and 2 were determined by single-crystal X-ray diffraction.

Cross coupling reactions of multiple CCl bonds of polychlorinated solvents with Grignard reagent using a pincer nickel complex

2012 ◽  
Vol 363-364 ◽  
pp. 322-327 ◽  
Author(s):  
Yashraj Gartia ◽  
Abhijit Biswas ◽  
Matthew Stadler ◽  
Udaya Bhasker Nasini ◽  
Anindya Ghosh
Keyword(s):  
Grignard Reagent ◽  
Nickel Complex ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

Synthesis of E-9-Dodecen-1-yl Acetate Using Organomanganese Reagents

2000 ◽  
Vol 55 (7) ◽  
pp. 583-586
Author(s):  
J. Belmar ◽  
J. Téllez ◽  
J. Baeza ◽  
J. Freer
Keyword(s):  
Grignard Reagent ◽  
Manganese Chloride ◽  
Coupling Reactions ◽  
Second Procedure

The Grignard reagent obtained from 2-(6-bromohexyloxy)-tetrahydropyrane, by treatment with anhydrous manganese(II) chloride was transformed to the corresponding organomanganese reagent, which was coupled with E-1-bromo-3-hexeneby treatment with anhydrous manganese chloride. Further deprotection and acetylation furnished E-9-dodecen-1-yl acetate. A second procedure involved the coupling of E-3-hexenylmanganese bromide and 6-bromohexyl acetate. Coupling reactions were carried out at 0 °C, using tetrahydrofurane and N-methylpyrrolidone as co-solvent.

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