Journal ArticleDOI
The Preparation of Aryl Alkyl Ethers from Fluoroarenetricarbonylchromium Complexes
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The nucleophilic substitution of a number of di-and trisubstituted fluoroarenetricarbonylchromium complexes has been studied using the alkoxides derived from methyl, ethyl, isopropyl and t-butyl alcohols.Abstract:
The nucleophilic substitution of a number of di- and trisubstituted fluoroarenetricarbonylchromium complexes has been studied using the alkoxides derived from methyl, ethyl, isopropyl and t-butyl alcohols. In the first three cases the reactions proceed smoothly to give the expected aryl ethers, while in the t-butoxide case significant amounts of phenolic elimination products are also observed. Fluoride was displaced from arenes containing alkyl, methoxy, amino and alkylamino substituents.read more
Citations
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Palladium-catalyzed formation of aryl tert-butyl ethers from unactivated aryl halides.
Journal ArticleDOI
A Simple and Efficient Method for the Preparation of Hindered Alkyl−Aryl Ethers
TL;DR: In this paper, the chiral tertiary alkyl-aryl ethers were synthesized using nucleophilic aromatic substitution (SNAr) reactions with activated aryl fluoride electrophiles.
Journal ArticleDOI
Facile entry to (−)-(R)- and (+)-(S)-mexiletine
TL;DR: The synthetic route herein presented may represent a facile entry to highly enriched mexiletine enantiomers, alternative to those previously reported in the literature.
Journal ArticleDOI
Nucleophilic Aromatic Substitution Reactions for the Synthesis of Ferrocenyl Aryl Ethers
Marcus Korb,Pieter J. Swarts,Dominique Miesel,Alexander Hildebrandt,Jannie C. Swarts,Heinrich Lang +5 more
TL;DR: A range of ferrocenyl aryl ethers of type Fc-O-Ar have been successfully prepared by using the nucleophilic aromatic substitution reaction (SNAr) of Fc−OLi (1a−Li) and electron-deficient aryls fluorides, enabling a new pathway to this rarely described family of organometallic compounds as mentioned in this paper.
Journal ArticleDOI
The Synthesis and Characterization of Tricarbonylchromium Complexes of Substituted Anilines and Flurobenzenes, Part II
TL;DR: The tricarbonylchromium complexes of the following arenes have been prepared: the ortho, meta and para isomers of phenetidine, 2,6-dimethyl-fluorobenzene, 3,4-dimethylfluorobenzoate, 2-fluoro-5methylaniline.
References
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Journal ArticleDOI
A rapid, simple, and mild procedure for alkylation of phenols, alcohols, amides and acids
TL;DR: In this article, a general, rapid method is described for alkylation of phenols and alcohols to give ethers, for amides to give N-substituted amides, and for acids to give esters.
Journal ArticleDOI
.eta.5-Cyclohexadienyltricarbonylchromium(0) complexes from addition of carbon nucleophiles to .eta.6-benzenetricarbonylchromium(0). Formation, chemical and spectroscopic features, and x-ray diffraction analysis
Martin F. Semmelhack,H. T. Hall,R. Farina,M. Yoshifuji,G. Clark,T. Bargar,K. Hirotsu,Jon Clardy +7 more
Journal ArticleDOI
Molecular-orbital theory of organometallic compounds. Part VI. Substitution reactions of some tricarbonylarenechromiums
David A. Brown,J. R. Raju +1 more
TL;DR: In this article, the nucleophilic substitution of tricarbonyl halogenobenzenechromiums by methoxide ion in methanol is reported, and the reaction is shown to be a typical SN2 displacement and the enhanced reactivity of the π-complex relative to the free halogenobinenzene is in accord with previous theoretical predictions.
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