FRINK Linked Data Fragments server

Matches in SemOpenAlex for { <https://semopenalex.org/work/W1549029178> ?p ?o ?g. }

• W1549029178 endingPage "959" @default.
• W1549029178 startingPage "953" @default.
• W1549029178 abstract "The intramolecular arylation reactions of lithiated derivatives of ureas, carbamates and thiocarbamates generally proceed stereospecifically, but the reaction is stereochemically retentive with ureas and thiocarbamates, whereas it is stereochemically invertive with carbamates. Using DFT calculations, we have studied the mechanism of the intramolecular attack of a thiocarbamate-stabilised carbanion on an N-aryl substituent and compared the details of the calculated reaction pathway with the corresponding reactions of carbamate- and urea-stabilised carbanions. The different stereochemical outcomes observed in the rearrangements of carbamates and thiocarbamates arise from the sulfur–carbon interaction in the thiocarbamate, which enhances the stabilisation of the anion. As a result, the solvated lithium cation takes different pathways across the potential energy surfaces that lead to stereochemically divergent outcomes. Additionally, we investigated the importance of the intramolecular nature of the aryl migration and compared the pathway for aryl migration within a urea with that of a hypothetical, experimentally unfeasible, intermolecular reaction. The results throw light on the reason why aryl migrations are successful even with much more electron-rich rings than would be tolerated in a typical intermolecular nucleophilic aromatic substitution." @default.
• W1549029178 created "2016-06-24" @default.
• W1549029178 creator A5020254849 @default.
• W1549029178 creator A5050357770 @default.
• W1549029178 creator A5055569704 @default.
• W1549029178 creator A5079804629 @default.
• W1549029178 date "2014-12-22" @default.
• W1549029178 modified "2023-09-27" @default.
• W1549029178 title "Lithium Choreography Determines Contrasting Stereochemical Outcomes of Aryl Migrations in Benzylic Carbamates, Ureas and Thiocarbamates" @default.
• W1549029178 cites W1976379262 @default.
• W1549029178 cites W1982692694 @default.
• W1549029178 cites W1985505693 @default.
• W1549029178 cites W1999399286 @default.
• W1549029178 cites W2018832333 @default.
• W1549029178 cites W2023874741 @default.
• W1549029178 cites W2034644197 @default.
• W1549029178 cites W2045637385 @default.
• W1549029178 cites W2045644274 @default.
• W1549029178 cites W2050518392 @default.
• W1549029178 cites W2067392660 @default.
• W1549029178 cites W2073265039 @default.
• W1549029178 cites W2081511609 @default.
• W1549029178 cites W2084068267 @default.
• W1549029178 cites W2087011023 @default.
• W1549029178 cites W2089139582 @default.
• W1549029178 cites W2096417099 @default.
• W1549029178 cites W2120024697 @default.
• W1549029178 cites W2123849749 @default.
• W1549029178 cites W2142577781 @default.
• W1549029178 cites W2150697053 @default.
• W1549029178 cites W2155072707 @default.
• W1549029178 cites W2157951436 @default.
• W1549029178 cites W2164163486 @default.
• W1549029178 cites W2165349937 @default.
• W1549029178 cites W2167368505 @default.
• W1549029178 cites W2167783258 @default.
• W1549029178 cites W2312505924 @default.
• W1549029178 cites W2491347897 @default.
• W1549029178 cites W2950058528 @default.
• W1549029178 doi "https://doi.org/10.1002/ejoc.201403572" @default.
• W1549029178 hasPublicationYear "2014" @default.
• W1549029178 type Work @default.
• W1549029178 sameAs 1549029178 @default.
• W1549029178 citedByCount "24" @default.
• W1549029178 countsByYear W15490291782015 @default.
• W1549029178 countsByYear W15490291782016 @default.
• W1549029178 countsByYear W15490291782017 @default.
• W1549029178 countsByYear W15490291782018 @default.
• W1549029178 countsByYear W15490291782019 @default.
• W1549029178 countsByYear W15490291782020 @default.
• W1549029178 countsByYear W15490291782022 @default.
• W1549029178 countsByYear W15490291782023 @default.
• W1549029178 crossrefType "journal-article" @default.
• W1549029178 hasAuthorship W1549029178A5020254849 @default.
• W1549029178 hasAuthorship W1549029178A5050357770 @default.
• W1549029178 hasAuthorship W1549029178A5055569704 @default.
• W1549029178 hasAuthorship W1549029178A5079804629 @default.
• W1549029178 hasConcept C155647269 @default.
• W1549029178 hasConcept C161790260 @default.
• W1549029178 hasConcept C178790620 @default.
• W1549029178 hasConcept C178907741 @default.
• W1549029178 hasConcept C185592680 @default.
• W1549029178 hasConcept C2778689049 @default.
• W1549029178 hasConcept C2780263894 @default.
• W1549029178 hasConcept C2780520622 @default.
• W1549029178 hasConcept C2781076698 @default.
• W1549029178 hasConcept C2911014270 @default.
• W1549029178 hasConcept C71240020 @default.
• W1549029178 hasConcept C75079739 @default.
• W1549029178 hasConcept C82894169 @default.
• W1549029178 hasConceptScore W1549029178C155647269 @default.
• W1549029178 hasConceptScore W1549029178C161790260 @default.
• W1549029178 hasConceptScore W1549029178C178790620 @default.
• W1549029178 hasConceptScore W1549029178C178907741 @default.
• W1549029178 hasConceptScore W1549029178C185592680 @default.
• W1549029178 hasConceptScore W1549029178C2778689049 @default.
• W1549029178 hasConceptScore W1549029178C2780263894 @default.
• W1549029178 hasConceptScore W1549029178C2780520622 @default.
• W1549029178 hasConceptScore W1549029178C2781076698 @default.
• W1549029178 hasConceptScore W1549029178C2911014270 @default.
• W1549029178 hasConceptScore W1549029178C71240020 @default.
• W1549029178 hasConceptScore W1549029178C75079739 @default.
• W1549029178 hasConceptScore W1549029178C82894169 @default.
• W1549029178 hasIssue "5" @default.
• W1549029178 hasLocation W15490291781 @default.
• W1549029178 hasOpenAccess W1549029178 @default.
• W1549029178 hasPrimaryLocation W15490291781 @default.
• W1549029178 hasRelatedWork W1992330432 @default.
• W1549029178 hasRelatedWork W1993005735 @default.
• W1549029178 hasRelatedWork W1999289474 @default.
• W1549029178 hasRelatedWork W2004595971 @default.
• W1549029178 hasRelatedWork W2008654438 @default.
• W1549029178 hasRelatedWork W2328584246 @default.
• W1549029178 hasRelatedWork W2398717892 @default.
• W1549029178 hasRelatedWork W2408002190 @default.
• W1549029178 hasRelatedWork W2950811349 @default.
• W1549029178 hasRelatedWork W4243525746 @default.
• W1549029178 hasVolume "2015" @default.

• next