Matches in SemOpenAlex for { <https://semopenalex.org/work/W2953264329> ?p ?o ?g. }
- W2953264329 endingPage "8909" @default.
- W2953264329 startingPage "8899" @default.
- W2953264329 abstract "We have studied the effect of N-substitution on the course of the reaction of imidazolium triflate. The reaction of N-heterocyclic carbene with N-tBu-substituted pyrrolinium triflate afforded 2-(pyrrolidin-2-yl)-imidazolium triflate, 3R. Treatment of 3R with potassium bis(trimethylsilyl)amide (KHMDS) leads to either the dealkylation product 4 or the deprotonation product, triazaalkene 5, depending on the N-substitution at the imidazolium moiety. Density functional studies using the B3LYP/TZVP setup have been employed to explore various pathways for the dealkylation reaction and the calculated energies support the dealkylation by a large energy margin compared to the deprotonatation process. Theoretical calculations revealed that dealkylation reaction is thermodynamically more favorable than deprotonation. The triazaalkene 5 could be oxidized by AgOTf to the corresponding radical cation 6 and dication 7 in-situ. While 6 and 7 could not be isolated, the formation of the former is inferred by electron paramagnetic resonance spectroscopy and its abstraction of a H-atom to afford 3Me. Similarly, the formation of the dication 7 is inferred by its ready elimination of isobutylene affording 8." @default.
- W2953264329 created "2019-06-27" @default.
- W2953264329 creator A5006580027 @default.
- W2953264329 creator A5008238569 @default.
- W2953264329 creator A5020335865 @default.
- W2953264329 creator A5031451525 @default.
- W2953264329 creator A5042612939 @default.
- W2953264329 creator A5044418069 @default.
- W2953264329 creator A5047561467 @default.
- W2953264329 creator A5054818199 @default.
- W2953264329 creator A5066936793 @default.
- W2953264329 creator A5079155505 @default.
- W2953264329 creator A5085218158 @default.
- W2953264329 creator A5087348323 @default.
- W2953264329 date "2019-06-12" @default.
- W2953264329 modified "2023-10-18" @default.
- W2953264329 title "Influence of <i>N</i>-Substitution on the Formation and Oxidation of NHC–CAAC-Derived Triazaalkenes" @default.
- W2953264329 cites W1966444728 @default.
- W2953264329 cites W1982567581 @default.
- W2953264329 cites W1982619946 @default.
- W2953264329 cites W1985122440 @default.
- W2953264329 cites W1993861622 @default.
- W2953264329 cites W1999820590 @default.
- W2953264329 cites W2000768272 @default.
- W2953264329 cites W2004575088 @default.
- W2953264329 cites W2016800344 @default.
- W2953264329 cites W2023271753 @default.
- W2953264329 cites W2028046413 @default.
- W2953264329 cites W2029792202 @default.
- W2953264329 cites W2030687437 @default.
- W2953264329 cites W2038305447 @default.
- W2953264329 cites W2039293281 @default.
- W2953264329 cites W2044591029 @default.
- W2953264329 cites W2055206190 @default.
- W2953264329 cites W2058210956 @default.
- W2953264329 cites W2058848030 @default.
- W2953264329 cites W2060234909 @default.
- W2953264329 cites W2066607597 @default.
- W2953264329 cites W2078146328 @default.
- W2953264329 cites W2079935930 @default.
- W2953264329 cites W2080307002 @default.
- W2953264329 cites W2083163933 @default.
- W2953264329 cites W2085341294 @default.
- W2953264329 cites W2086957099 @default.
- W2953264329 cites W2089610351 @default.
- W2953264329 cites W2092157292 @default.
- W2953264329 cites W2096747776 @default.
- W2953264329 cites W2097242301 @default.
- W2953264329 cites W2097615292 @default.
- W2953264329 cites W2106258062 @default.
- W2953264329 cites W2109906017 @default.
- W2953264329 cites W2115590213 @default.
- W2953264329 cites W2140886907 @default.
- W2953264329 cites W2145408306 @default.
- W2953264329 cites W2148284063 @default.
- W2953264329 cites W2158350526 @default.
- W2953264329 cites W2170420697 @default.
- W2953264329 cites W2312791962 @default.
- W2953264329 cites W2318489152 @default.
- W2953264329 cites W2319605794 @default.
- W2953264329 cites W2435321207 @default.
- W2953264329 cites W2462518070 @default.
- W2953264329 cites W2517892590 @default.
- W2953264329 cites W2519504663 @default.
- W2953264329 cites W2524203036 @default.
- W2953264329 cites W2577884610 @default.
- W2953264329 cites W2583274293 @default.
- W2953264329 cites W2601768551 @default.
- W2953264329 cites W2604156473 @default.
- W2953264329 cites W2739439285 @default.
- W2953264329 cites W2761747217 @default.
- W2953264329 cites W2782582765 @default.
- W2953264329 cites W2783530098 @default.
- W2953264329 cites W2794434193 @default.
- W2953264329 cites W2803697987 @default.
- W2953264329 cites W3036723969 @default.
- W2953264329 cites W4211172071 @default.
- W2953264329 doi "https://doi.org/10.1021/acs.joc.9b00774" @default.
- W2953264329 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31187990" @default.
- W2953264329 hasPublicationYear "2019" @default.
- W2953264329 type Work @default.
- W2953264329 sameAs 2953264329 @default.
- W2953264329 citedByCount "17" @default.
- W2953264329 countsByYear W29532643292020 @default.
- W2953264329 countsByYear W29532643292021 @default.
- W2953264329 countsByYear W29532643292022 @default.
- W2953264329 countsByYear W29532643292023 @default.
- W2953264329 crossrefType "journal-article" @default.
- W2953264329 hasAuthorship W2953264329A5006580027 @default.
- W2953264329 hasAuthorship W2953264329A5008238569 @default.
- W2953264329 hasAuthorship W2953264329A5020335865 @default.
- W2953264329 hasAuthorship W2953264329A5031451525 @default.
- W2953264329 hasAuthorship W2953264329A5042612939 @default.
- W2953264329 hasAuthorship W2953264329A5044418069 @default.
- W2953264329 hasAuthorship W2953264329A5047561467 @default.
- W2953264329 hasAuthorship W2953264329A5054818199 @default.
- W2953264329 hasAuthorship W2953264329A5066936793 @default.
- W2953264329 hasAuthorship W2953264329A5079155505 @default.