Matches in SemOpenAlex for { <https://semopenalex.org/work/W2022293635> ?p ?o ?g. }
Showing items 1 to 87 of
87
with 100 items per page.
- W2022293635 endingPage "414" @default.
- W2022293635 startingPage "409" @default.
- W2022293635 abstract "Reactions of Pentafluoroethyl‐Substituted Bicyclo[2.1.1]hexane Derivatives The effect of inductively electron‐withdrawing substituents on the generation of 2‐bicyclo[2.1.1]hexyl cations was probed by means of pentafluoroethyl groups. 2‐Pentafluoroethyl‐2‐bicyclo[2.1.1]hexyl brosylate ( 4a ) and triflate ( 4b ) were found to rearrange with formation of the analogous 1‐pentafluoroethyl‐2‐bicyclo[2.1.1]hexyl sulfonates 5a, b . Solvolytic displacement did not compete with the rearrangement but occurred on 5b at elevated temperatures. Deuterium labels revealed that the rearrangement proceeded stereospecifically, with the sulfonate departing and rebonding on the same side of the molecular plane. Complete inversion was observed during solvolysis of 5b in aqueous dioxane while some retention (16%) occurred in trifluoroacetic acid. Predominant inversion even with the analogous diazonium ion in water attests to the reluctant formation of 1‐pentafluoroethyl‐2‐bicyclo[2.1.1]hexyl cations. Solvolysis rates of 4a, b and 5b were in close agreement with those of the analogous cyano derivatives, thus confirming that the resonance interaction of α1‐cyano groups with carbocations is small." @default.
- W2022293635 created "2016-06-24" @default.
- W2022293635 creator A5021080832 @default.
- W2022293635 creator A5048395836 @default.
- W2022293635 date "1993-02-01" @default.
- W2022293635 modified "2023-10-18" @default.
- W2022293635 title "Reaktionen Pentafluorethyl‐substituierter Bicyclo[2.1.1]hexan‐Derivate" @default.
- W2022293635 cites W1964749382 @default.
- W2022293635 cites W1973766634 @default.
- W2022293635 cites W1976999950 @default.
- W2022293635 cites W1979540439 @default.
- W2022293635 cites W1983679761 @default.
- W2022293635 cites W2001304023 @default.
- W2022293635 cites W2007093991 @default.
- W2022293635 cites W2015555480 @default.
- W2022293635 cites W2016547272 @default.
- W2022293635 cites W2016951886 @default.
- W2022293635 cites W2032851370 @default.
- W2022293635 cites W2053724310 @default.
- W2022293635 cites W2084031415 @default.
- W2022293635 cites W2086138834 @default.
- W2022293635 cites W2324857516 @default.
- W2022293635 cites W2486917906 @default.
- W2022293635 cites W2949135755 @default.
- W2022293635 cites W2950096171 @default.
- W2022293635 cites W3004798732 @default.
- W2022293635 cites W4210960007 @default.
- W2022293635 cites W4238816022 @default.
- W2022293635 cites W4246441921 @default.
- W2022293635 doi "https://doi.org/10.1002/cber.19931260218" @default.
- W2022293635 hasPublicationYear "1993" @default.
- W2022293635 type Work @default.
- W2022293635 sameAs 2022293635 @default.
- W2022293635 citedByCount "7" @default.
- W2022293635 countsByYear W20222936352015 @default.
- W2022293635 crossrefType "journal-article" @default.
- W2022293635 hasAuthorship W2022293635A5021080832 @default.
- W2022293635 hasAuthorship W2022293635A5048395836 @default.
- W2022293635 hasConcept C109057382 @default.
- W2022293635 hasConcept C155647269 @default.
- W2022293635 hasConcept C161790260 @default.
- W2022293635 hasConcept C178790620 @default.
- W2022293635 hasConcept C185592680 @default.
- W2022293635 hasConcept C21774173 @default.
- W2022293635 hasConcept C24961977 @default.
- W2022293635 hasConcept C2776300020 @default.
- W2022293635 hasConcept C2778894819 @default.
- W2022293635 hasConcept C2779293432 @default.
- W2022293635 hasConcept C2780112151 @default.
- W2022293635 hasConcept C537181965 @default.
- W2022293635 hasConcept C71240020 @default.
- W2022293635 hasConcept C94412978 @default.
- W2022293635 hasConceptScore W2022293635C109057382 @default.
- W2022293635 hasConceptScore W2022293635C155647269 @default.
- W2022293635 hasConceptScore W2022293635C161790260 @default.
- W2022293635 hasConceptScore W2022293635C178790620 @default.
- W2022293635 hasConceptScore W2022293635C185592680 @default.
- W2022293635 hasConceptScore W2022293635C21774173 @default.
- W2022293635 hasConceptScore W2022293635C24961977 @default.
- W2022293635 hasConceptScore W2022293635C2776300020 @default.
- W2022293635 hasConceptScore W2022293635C2778894819 @default.
- W2022293635 hasConceptScore W2022293635C2779293432 @default.
- W2022293635 hasConceptScore W2022293635C2780112151 @default.
- W2022293635 hasConceptScore W2022293635C537181965 @default.
- W2022293635 hasConceptScore W2022293635C71240020 @default.
- W2022293635 hasConceptScore W2022293635C94412978 @default.
- W2022293635 hasIssue "2" @default.
- W2022293635 hasLocation W20222936351 @default.
- W2022293635 hasOpenAccess W2022293635 @default.
- W2022293635 hasPrimaryLocation W20222936351 @default.
- W2022293635 hasRelatedWork W1972861302 @default.
- W2022293635 hasRelatedWork W2002199493 @default.
- W2022293635 hasRelatedWork W2009863590 @default.
- W2022293635 hasRelatedWork W2059820162 @default.
- W2022293635 hasRelatedWork W2066678084 @default.
- W2022293635 hasRelatedWork W2127502572 @default.
- W2022293635 hasRelatedWork W2135428989 @default.
- W2022293635 hasRelatedWork W2950116719 @default.
- W2022293635 hasRelatedWork W2950493987 @default.
- W2022293635 hasRelatedWork W4249396460 @default.
- W2022293635 hasVolume "126" @default.
- W2022293635 isParatext "false" @default.
- W2022293635 isRetracted "false" @default.
- W2022293635 magId "2022293635" @default.
- W2022293635 workType "article" @default.