Migration Of Aryl Group Research Articles

Skeletal Rearrangements of Organoalkali Metal Compounds

AbstractOrganometallic compounds of the alkali metals undergo concerted [1,n] sigmatropic migration of aryl, vinyl, carbonyl, alkoxycarbonyl, silyl, germyl, and related groups. Sigmatropic migration of alkyl, benzyl, and hydrogen occur only under special circumstances and then may occur by an alternate fragmentation‐recombination pathway. Allyl groups may migrate by the latter process or by a concerted [2,3] sigmatropic reaction. These molecular rearrangements are discussed from the viewpoint of simple molecular orbital theory. By suitable choice of the alkali metal, temperature, ligands of the alkali cation and/or the solvent, considerable control may be exercised over the rate of rearrangement, the relative migratory aptitude of groups, and the mechanistic pathway.

On the Mechanism and Substituent Effects of the Tl(III) Oxidation of Phenylethylenes in Methanol

The oxidation of phenylethylenes by Tl(NO3)3 in methanol proceeds rapidly and selectively to give the products resulting from the migration of aryl groups, i.e., (i) the 1,1-dimethoxy-2-phenylethanes from the corresponding styrenes, (ii) the phenylacetones from the α-methylstyrenes, and (iii) the two possible deoxybenzoines from the 1,1,-diphenylethylenes. The kinetic results, which indicate the formation of the thallic–organic intermediate to be the rate determining step, are discussed in terms of the mechanism of reaction and show the role of the coordination of Tl(III). Hammett's relationship, with ρ = −4.2, describes the substituent effects for the competitive oxidation of ring-substituted styrenes and α-methylstyrenes. The relative migratory aptitudes of aryl groups, as determined from the oxidation products of ring-substituted 1,1-diphenylethylenes, is correlated to Brown's σ+ constants, with ρ+ = −2.27.

Isotopic evidence for an aryl-group migration during chromic acid oxidation of 1,1-bis(p-iodophenyl)ethane

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIsotopic evidence for an aryl-group migration during chromic acid oxidation of 1,1-bis(p-iodophenyl)ethaneJose Castrillon, H. Harry Szmant, and Jaime ColonCite this: J. Org. Chem. 1971, 36, 4, 573–575Publication Date (Print):February 1, 1971Publication History Published online1 May 2002Published inissue 1 February 1971https://doi.org/10.1021/jo00803a017RIGHTS & PERMISSIONSArticle Views51Altmetric-Citations-LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (464 KB) Get e-Alerts Get e-Alerts

Migration of Aryl Groups in the Deamination of Amines

Migration of Aryl Groups in the Deamination of Amines

Relative Rates of Migration of Aryl Groups in the Schmidt Reaction of Benzhydrols1

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTRelative Rates of Migration of Aryl Groups in the Schmidt Reaction of Benzhydrols1Raymond F. Tietz and William E. McEwenCite this: J. Am. Chem. Soc. 1955, 77, 15, 4007–4013Publication Date (Print):August 1, 1955Publication History Published online1 May 2002Published inissue 1 August 1955https://doi.org/10.1021/ja01620a016RIGHTS & PERMISSIONSArticle Views115Altmetric-Citations10LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (897 KB) Get e-Alerts Get e-Alerts

Relative Rates of Migration of Aryl Groups in the Schmidt Reaction of Unsymmetrical Diarylethylenes

Relative Rates of Migration of Aryl Groups in the Schmidt Reaction of Unsymmetrical Diarylethylenes