SRN1 Mechanism Research Articles

The SRN1 mechanism in heteroaromatic nucleophilic substitution. Reactions involving certain dihalogenated .pi.-deficient nitrogen heterocycles

The SRN1 mechanism in heteroaromatic nucleophilic substitution. Reactions involving certain dihalogenated .pi.-deficient nitrogen heterocycles

Reaction of 1-bromoadamantane with diphenylphosphide and diphenylarsenide ions by the SRN1 mechanism. Facile nucleophilic substitution at the bridgehead position

Reaction of 1-bromoadamantane with diphenylphosphide and diphenylarsenide ions by the SRN1 mechanism. Facile nucleophilic substitution at the bridgehead position

ChemInform Abstract: THE SELECTIVITY OF ARYL RADICALS IN REACTIONS WITH HALIDE IONS. THE KEY STEP IN THE SRN1 MECHANISM

Chemischer InformationsdienstVolume 13, Issue 40 Preparative Organic Chemistry ChemInform Abstract: THE SELECTIVITY OF ARYL RADICALS IN REACTIONS WITH HALIDE IONS. THE KEY STEP IN THE SRN1 MECHANISM M. TILSET, M. TILSETSearch for more papers by this authorV. D. PARKER, V. D. PARKERSearch for more papers by this author M. TILSET, M. TILSETSearch for more papers by this authorV. D. PARKER, V. D. PARKERSearch for more papers by this author First published: October 5, 1982 https://doi.org/10.1002/chin.198240093AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume13, Issue40October 5, 1982 RelatedInformation

SRN1 mechanism in heteroaromatic nucleophilic substitution reactions of 2-chloroquinoxaline and 4-chloroquinazolines with ketone enolates

SRN1 mechanism in heteroaromatic nucleophilic substitution reactions of 2-chloroquinoxaline and 4-chloroquinazolines with ketone enolates

Photostimulated reaction of diphenylarsenide and diphenylstibide ions with haloaromatic compounds by the SRN1 mechanism. Electron transfer vs. bond breaking of the radical anion intermediate

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhotostimulated reaction of diphenylarsenide and diphenylstibide ions with haloaromatic compounds by the SRN1 mechanism. Electron transfer vs. bond breaking of the radical anion intermediateRuben A. Alonso and Roberto A. RossiCite this: J. Org. Chem. 1982, 47, 1, 77–80Publication Date (Print):January 1, 1982Publication History Published online1 May 2002Published inissue 1 January 1982https://doi.org/10.1021/jo00340a016RIGHTS & PERMISSIONSArticle Views129Altmetric-Citations22LEARN 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 (485 KB) Get e-Alerts Get e-Alerts

Nucleophilic displacement in polyhalogenoaromatic compounds. Part 11. Kinetics of protiodeiodination of iodoarenes in dimethyl sulphoxide–methanol

The rates of methoxide-ion induced protiodeiodination of a number of polychloroiodobenzenes and their derivatives have been measured in dimethyl sulphoxide–methanol (9 : 1 v/v; 323.2 K). The true reagent under these conditions appears to be the dimethyl sulphoxide anion, and the rates of reaction in some cases appear to approach that expected of a diffusion controlled process. This corresponds to a major decrease in the efficacy of further activating substituents in the aromatic system, although deactivating groups such as p-OMe still show large effects. Chlorine promotes protiodeiodination in the order of efficiency o-Cl > m-Cl > p-Cl; the trifluoromethyl group activates displacement in the order o-CF3 > p-CF3 > m-CF3, although with much less difference between isomeric sites. o-Nitro-groups promote protiodeiodination whereas the p-nitro-group encourages methoxydeiodination. No evidence of methoxydeiodination was found in attack of the polychloroiodobenzenes, although the rates of methoxydechlorination of the corresponding polychlorobenzenes suggest that in some cases this might occur. Evidence rejecting the possible SRN1 mechanism and supporting nucleophilic attack by a carbanionic species upon iodine is presented.

ETC: A Mechanistic Concept for Inorganic and Organic Chemistry

AbstractThe concept of electron transfer catalysis (ETC), or more specifically “Double Activation Induced by Single Electron Transfer” (DAISET) gives an opportunity to connect experimental facts never previously correlated. The first activation results from the transfer of an electron to (or from) a molecular species; the second activation results from the build‐up of a reaction chain able to reproduce the species formed in the first step. The starting point of this review is the SRN1 mechanism where principle and experimental diagnostic criteria are critically discussed. The thermal and photochemical exchange and substitution reactions of PtIV complexes are then reviewed together with the exchange reaction [AuCl4]−/Cl−, reactions with Grignard reagents and other organometallic reagents, as well as the redox behavior of electronically excited organic compounds. Photochemical applications, including solar energy conversion are discussed. New aspects are also presented for the mechanistic problem “SN2 reaction or SET process?” Moreover, the concept has significance for SH2 reactions at metal centers, molecule‐induced homolyses, reactions of complexes, as well as electrochemical processes.–Unless otherwise specified, only double activation (DAISET) processes will be discussed in this article.

Photostimulated reactions of potassium diphenylarsenide with haloarenes by the SRN1 mechanism

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhotostimulated reactions of potassium diphenylarsenide with haloarenes by the SRN1 mechanismRoberto A. Rossi, Ruben A. Alonso, and Sara M. PalaciosCite this: J. Org. Chem. 1981, 46, 12, 2498–2502Publication Date (Print):June 1, 1981Publication History Published online1 May 2002Published inissue 1 June 1981https://doi.org/10.1021/jo00325a013RIGHTS & PERMISSIONSArticle Views120Altmetric-Citations26LEARN 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 (648 KB) Get e-Alerts Get e-Alerts

SRN1 mechanism in heteroaromatic nucleophilic substitution. Reactions involving halogenated pyrimidines, pyridazines, and pyrazines

SRN1 mechanism in heteroaromatic nucleophilic substitution. Reactions involving halogenated pyrimidines, pyridazines, and pyrazines

SRN1 mechanism in bifunctional systems

SRN1 mechanism in bifunctional systems

Photostimulated reactions of N,N-disubstituted amide enolate anions with haloarenes by the SRN1 mechanism in liquid ammonia

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTPhotostimulated reactions of N,N-disubstituted amide enolate anions with haloarenes by the SRN1 mechanism in liquid ammoniaRoberto A. Rossi and Ruben A. AlonsoCite this: J. Org. Chem. 1980, 45, 7, 1239–1241Publication Date (Print):March 1, 1980Publication History Published online1 May 2002Published inissue 1 March 1980https://doi.org/10.1021/jo01295a015RIGHTS & PERMISSIONSArticle Views361Altmetric-Citations34LEARN 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 (370 KB) Get e-Alerts Get e-Alerts

Electron-transfer chain catalysis of substitution reactions

The opportunities for electron-transfer chain catalysis of organic substitution reactions are discussed, and it is proposed that, in addition to the known SRN1 mechanism, SOE1, SRE2, and SON2 processes should be observable.

Evidence further substantiating the SRN1 mechanism of aromatic substitution

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTEvidence further substantiating the SRN1 mechanism of aromatic substitutionCarlo Galli and J. F. BunnettCite this: J. Am. Chem. Soc. 1979, 101, 20, 6137–6139Publication Date (Print):September 1, 1979Publication History Published online1 May 2002Published inissue 1 September 1979https://doi.org/10.1021/ja00514a055RIGHTS & PERMISSIONSArticle Views125Altmetric-Citations26LEARN 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 (400 KB) Get e-Alerts Get e-Alerts

Reactions of halobenzenes with cyanomethyl anion in liquid ammonia by the SRN1 mechanism

Reactions of halobenzenes with cyanomethyl anion in liquid ammonia by the SRN1 mechanism

ChemInform Abstract: AROMATIC SUBSTITUTION BY THE SRN1 MECHANISM

Chemischer InformationsdienstVolume 10, Issue 11 Reviews ChemInform Abstract: AROMATIC SUBSTITUTION BY THE SRN1 MECHANISM J. F. BUNNETT, J. F. BUNNETTSearch for more papers by this author J. F. BUNNETT, J. F. BUNNETTSearch for more papers by this author First published: March 13, 1979 https://doi.org/10.1002/chin.197911387Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinkedInRedditWechat No abstract is available for this article. Volume10, Issue11March 13, 1979 RelatedInformation

Reactions of carbon nucleophiles with 4‐phenyl‐ and 4‐tert‐butyl‐5‐halogenopyrimidines. On the occurrence of an SRN1 mechanism

AbstractReaction of 5‐X‐4‐phenylpyrimidine (X = Br, Cl) with the enolate anions of acetone and acetophenone in liquid ammonia yields 5‐acetonyl‐ and 5‐phenacyl‐4‐phenylpyrimidine, respectively. It is shown that these reactions proceed via an SRN1 mechanism. Reaction of 5‐X‐4‐phenylpyrimidine (X = Br, Cl) with the enolate anion of pinacolone gives besides SRN1 substitution, addition of the anion to the N(1)‐C(6)‐azomethine bond. On treatment of 5‐X‐4‐tert‐butylpyrimidine with the enolate anions of acetone, acetophenone or pinacolone, substitution products are formed in very low yields. Addition of potassium to the liquid ammonia or irradiation with near ultraviolet light, however, increases the yields of 5‐substituted 4‐tert‐butylpyrimidine derivatives considerably.

Aromatic substitution by the SRN1 mechanism

Aromatic substitution by the SRN1 mechanism

ChemInform Abstract: SYNTHESIS OF ARYLPHENYL SELENIDES BY THE SRN1 MECHANISM

Chemischer InformationsdienstVolume 9, Issue 17 Organoelement Compounds ChemInform Abstract: SYNTHESIS OF ARYLPHENYL SELENIDES BY THE SRN1 MECHANISM A. B. PIERINI, A. B. PIERINISearch for more papers by this authorR. A. ROSSI, R. A. ROSSISearch for more papers by this author A. B. PIERINI, A. B. PIERINISearch for more papers by this authorR. A. ROSSI, R. A. ROSSISearch for more papers by this author First published: April 25, 1978 https://doi.org/10.1002/chin.197817264Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat No abstract is available for this article. Volume9, Issue17April 25, 1978 RelatedInformation

The SRN1 mechanism in heteroaromatic nucleophilic substitution. Photostimulated reactions of halopyridines with ketone enolates

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe SRN1 mechanism in heteroaromatic nucleophilic substitution. Photostimulated reactions of halopyridines with ketone enolatesAndrew P. Komin and James F. WolfeCite this: J. Org. Chem. 1977, 42, 14, 2481–2486Publication Date (Print):July 1, 1977Publication History Published online1 May 2002Published inissue 1 July 1977https://doi.org/10.1021/jo00434a029RIGHTS & PERMISSIONSArticle Views599Altmetric-Citations39LEARN 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 (822 KB) Get e-Alerts Get e-Alerts

A molecular orbital approach to the SRN1 mechanism of aromatic substitution

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTA molecular orbital approach to the SRN1 mechanism of aromatic substitutionRoberto A. Rossi, Rita H. deRossi, and Antonio F. LopezCite this: J. Org. Chem. 1976, 41, 21, 3367–3371Publication Date (Print):October 1, 1976Publication History Published online1 May 2002Published inissue 1 October 1976https://doi.org/10.1021/jo00883a006RIGHTS & PERMISSIONSArticle Views118Altmetric-Citations11LEARN 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 (578 KB) Get e-Alerts Get e-Alerts