Matches in SemOpenAlex for { <https://semopenalex.org/work/W2031211193> ?p ?o ?g. }
Showing items 1 to 75 of
75
with 100 items per page.
- W2031211193 endingPage "967" @default.
- W2031211193 startingPage "967" @default.
- W2031211193 abstract "The synthesis of a range of 5-substituted bicyclo [3.1.1] heptyl bromides for solvolytic studies is described. It is found that the substituent has a profound effect on the rate of solvolysis of the system and acts principally in accordance with the magnitude of its inductive/field constant σI. The most spectacular example of the effect of the substituent is provided by the COOMe group which leads to a retardation in the rate of methanolysis by a factor of 6.5°105. While a linear relationship in the plot of log k and σI is generally obeyed, as expected for a mechanism mediated by the bicyclo [3.1.1] heptyl bridgehead cation, two of the bromides, 1-bromobicyclo[3.1.1] heptane and its 5-methoxy derivative, show deviant behaviour and react more rapidly than predicted on the basis of the Hammett plot. Evidence is presented to show that the enhanced rate of the parent is the result of nucleophilic assistance by the solvent. Anchimeric assistance in the solvolysis of 5-methoxybicyclo[3.1.1] heptyl bromide is attributed to the powerful p-donor property of the methoxy substituent which stabilizes the transition state in a unique concerted ring-opening and ionization step." @default.
- W2031211193 created "2016-06-24" @default.
- W2031211193 creator A5007997733 @default.
- W2031211193 creator A5064599289 @default.
- W2031211193 date "1995-01-01" @default.
- W2031211193 modified "2023-10-10" @default.
- W2031211193 title "Bridgehead Carbocations: Solvolysis of a Series of 5-Substituted Bicycle [3.1.1]heptyl Bromides. Nucleophilic Solvent Assistance to Ionization of 1-Bromobicyclo[3.1.1]heptane" @default.
- W2031211193 doi "https://doi.org/10.1071/ch9950967" @default.
- W2031211193 hasPublicationYear "1995" @default.
- W2031211193 type Work @default.
- W2031211193 sameAs 2031211193 @default.
- W2031211193 citedByCount "5" @default.
- W2031211193 countsByYear W20312111932022 @default.
- W2031211193 crossrefType "journal-article" @default.
- W2031211193 hasAuthorship W2031211193A5007997733 @default.
- W2031211193 hasAuthorship W2031211193A5064599289 @default.
- W2031211193 hasConcept C109057382 @default.
- W2031211193 hasConcept C121332964 @default.
- W2031211193 hasConcept C147597530 @default.
- W2031211193 hasConcept C148898269 @default.
- W2031211193 hasConcept C155647269 @default.
- W2031211193 hasConcept C161790260 @default.
- W2031211193 hasConcept C178790620 @default.
- W2031211193 hasConcept C178907741 @default.
- W2031211193 hasConcept C185592680 @default.
- W2031211193 hasConcept C2776300020 @default.
- W2031211193 hasConcept C2777854178 @default.
- W2031211193 hasConcept C2778689049 @default.
- W2031211193 hasConcept C2779293432 @default.
- W2031211193 hasConcept C2780471494 @default.
- W2031211193 hasConcept C62520636 @default.
- W2031211193 hasConcept C75473681 @default.
- W2031211193 hasConcept C8503813 @default.
- W2031211193 hasConcept C93391505 @default.
- W2031211193 hasConcept C94412978 @default.
- W2031211193 hasConceptScore W2031211193C109057382 @default.
- W2031211193 hasConceptScore W2031211193C121332964 @default.
- W2031211193 hasConceptScore W2031211193C147597530 @default.
- W2031211193 hasConceptScore W2031211193C148898269 @default.
- W2031211193 hasConceptScore W2031211193C155647269 @default.
- W2031211193 hasConceptScore W2031211193C161790260 @default.
- W2031211193 hasConceptScore W2031211193C178790620 @default.
- W2031211193 hasConceptScore W2031211193C178907741 @default.
- W2031211193 hasConceptScore W2031211193C185592680 @default.
- W2031211193 hasConceptScore W2031211193C2776300020 @default.
- W2031211193 hasConceptScore W2031211193C2777854178 @default.
- W2031211193 hasConceptScore W2031211193C2778689049 @default.
- W2031211193 hasConceptScore W2031211193C2779293432 @default.
- W2031211193 hasConceptScore W2031211193C2780471494 @default.
- W2031211193 hasConceptScore W2031211193C62520636 @default.
- W2031211193 hasConceptScore W2031211193C75473681 @default.
- W2031211193 hasConceptScore W2031211193C8503813 @default.
- W2031211193 hasConceptScore W2031211193C93391505 @default.
- W2031211193 hasConceptScore W2031211193C94412978 @default.
- W2031211193 hasIssue "5" @default.
- W2031211193 hasLocation W20312111931 @default.
- W2031211193 hasOpenAccess W2031211193 @default.
- W2031211193 hasPrimaryLocation W20312111931 @default.
- W2031211193 hasRelatedWork W1972861302 @default.
- W2031211193 hasRelatedWork W2002199493 @default.
- W2031211193 hasRelatedWork W2009863590 @default.
- W2031211193 hasRelatedWork W2059820162 @default.
- W2031211193 hasRelatedWork W2066678084 @default.
- W2031211193 hasRelatedWork W2127502572 @default.
- W2031211193 hasRelatedWork W2135428989 @default.
- W2031211193 hasRelatedWork W2950116719 @default.
- W2031211193 hasRelatedWork W2950493987 @default.
- W2031211193 hasRelatedWork W4249396460 @default.
- W2031211193 hasVolume "48" @default.
- W2031211193 isParatext "false" @default.
- W2031211193 isRetracted "false" @default.
- W2031211193 magId "2031211193" @default.
- W2031211193 workType "article" @default.