Matches in SemOpenAlex for { <https://semopenalex.org/work/W4313592888> ?p ?o ?g. }
- W4313592888 endingPage "1412" @default.
- W4313592888 startingPage "1399" @default.
- W4313592888 abstract "When oxidants favour cleaving a strong C-H bond at the expense of weaker ones, which are otherwise inherently preferred due to their favourable reaction energy, reactivity factors such as the polarity match effect are often invoked. Polarity match follows the intuition of electrophilic (nucleophilic) oxidants reacting faster with nucleophilic (electrophilic) C-H bonds. Nevertheless, this concept is purely qualitative and is best suited for a posteriori rationalization of experimental observations. Here, we propose and inspect two methods to quantify polar effects in C-H cleavage reactions, one by computation via the difference of atomic charges (Δq) of reacting atoms, and one amenable to experimental measurement through asynchronicity factors, η. By their application to three case studies, we observe that both Δq and η faithfully capture the notion of polarity match. The polarity match model, however, proves insufficient as a predictor of H-atom abstraction reactivity and we discourage its use as a standalone variable in reaction design. Besides this caveat, η and Δq (through its mapping on η) allow the implementation of polarity match into a Marcus-type model of reactivity, alleviating its shortcomings and making reaction planning feasible." @default.
- W4313592888 created "2023-01-06" @default.
- W4313592888 creator A5076147652 @default.
- W4313592888 creator A5083427846 @default.
- W4313592888 date "2023-01-01" @default.
- W4313592888 modified "2023-09-26" @default.
- W4313592888 title "Quantifiable polarity match effect on C–H bond cleavage reactivity and its limits in reaction design" @default.
- W4313592888 cites W120961229 @default.
- W4313592888 cites W1966217622 @default.
- W4313592888 cites W1967161172 @default.
- W4313592888 cites W1968963012 @default.
- W4313592888 cites W1976205221 @default.
- W4313592888 cites W1978754214 @default.
- W4313592888 cites W1988091937 @default.
- W4313592888 cites W2017033936 @default.
- W4313592888 cites W2024069012 @default.
- W4313592888 cites W2030687437 @default.
- W4313592888 cites W2039559098 @default.
- W4313592888 cites W2041875621 @default.
- W4313592888 cites W2046156797 @default.
- W4313592888 cites W2051346747 @default.
- W4313592888 cites W2064517416 @default.
- W4313592888 cites W2071982166 @default.
- W4313592888 cites W2081482983 @default.
- W4313592888 cites W2081656971 @default.
- W4313592888 cites W2086957099 @default.
- W4313592888 cites W2092157292 @default.
- W4313592888 cites W2097186155 @default.
- W4313592888 cites W2100449328 @default.
- W4313592888 cites W2101693608 @default.
- W4313592888 cites W2125305445 @default.
- W4313592888 cites W2140617505 @default.
- W4313592888 cites W2143981217 @default.
- W4313592888 cites W2279103949 @default.
- W4313592888 cites W2300849766 @default.
- W4313592888 cites W2313309178 @default.
- W4313592888 cites W2315715193 @default.
- W4313592888 cites W2332562347 @default.
- W4313592888 cites W2547884128 @default.
- W4313592888 cites W2594081393 @default.
- W4313592888 cites W2616787323 @default.
- W4313592888 cites W2628771438 @default.
- W4313592888 cites W2788964804 @default.
- W4313592888 cites W2801816836 @default.
- W4313592888 cites W2865383132 @default.
- W4313592888 cites W2887965623 @default.
- W4313592888 cites W2893669076 @default.
- W4313592888 cites W2899706220 @default.
- W4313592888 cites W2911739709 @default.
- W4313592888 cites W2937103177 @default.
- W4313592888 cites W3028768470 @default.
- W4313592888 cites W3111298130 @default.
- W4313592888 cites W3118324056 @default.
- W4313592888 cites W3126210295 @default.
- W4313592888 cites W3173073007 @default.
- W4313592888 cites W4210510410 @default.
- W4313592888 cites W4214506463 @default.
- W4313592888 cites W4233998925 @default.
- W4313592888 cites W4253347260 @default.
- W4313592888 cites W4285490609 @default.
- W4313592888 cites W4289261332 @default.
- W4313592888 cites W4306194430 @default.
- W4313592888 cites W4308857153 @default.
- W4313592888 doi "https://doi.org/10.1039/d2dt04018b" @default.
- W4313592888 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/36644790" @default.
- W4313592888 hasPublicationYear "2023" @default.
- W4313592888 type Work @default.
- W4313592888 citedByCount "1" @default.
- W4313592888 countsByYear W43135928882023 @default.
- W4313592888 crossrefType "journal-article" @default.
- W4313592888 hasAuthorship W4313592888A5076147652 @default.
- W4313592888 hasAuthorship W4313592888A5083427846 @default.
- W4313592888 hasBestOaLocation W43135928881 @default.
- W4313592888 hasConcept C111472728 @default.
- W4313592888 hasConcept C138885662 @default.
- W4313592888 hasConcept C142724271 @default.
- W4313592888 hasConcept C147597530 @default.
- W4313592888 hasConcept C1491633281 @default.
- W4313592888 hasConcept C159985019 @default.
- W4313592888 hasConcept C161790260 @default.
- W4313592888 hasConcept C175156509 @default.
- W4313592888 hasConcept C178790620 @default.
- W4313592888 hasConcept C178907741 @default.
- W4313592888 hasConcept C185592680 @default.
- W4313592888 hasConcept C192562407 @default.
- W4313592888 hasConcept C204787440 @default.
- W4313592888 hasConcept C21951064 @default.
- W4313592888 hasConcept C2776910235 @default.
- W4313592888 hasConcept C2777361361 @default.
- W4313592888 hasConcept C3044715 @default.
- W4313592888 hasConcept C43369102 @default.
- W4313592888 hasConcept C50027330 @default.
- W4313592888 hasConcept C55493867 @default.
- W4313592888 hasConcept C71240020 @default.
- W4313592888 hasConcept C71924100 @default.
- W4313592888 hasConcept C75553542 @default.
- W4313592888 hasConceptScore W4313592888C111472728 @default.
- W4313592888 hasConceptScore W4313592888C138885662 @default.