Matches in SemOpenAlex for { <https://semopenalex.org/work/W1998973994> ?p ?o ?g. }
- W1998973994 endingPage "12967" @default.
- W1998973994 startingPage "12957" @default.
- W1998973994 abstract "Four π,π-biradicals, 2,6-dimethylenepyridinium and the novel isomers N-(3-methylenephenyl)-3-methylenepyridinium, N-phenyl-3,5-dimethylenepyridinium, and N-(3,5-dimethylenephenyl)pyridinium ions, were generated and structurally characterized in a Fourier transform ion cyclotron resonance mass spectrometer. Their gas-phase reactivity toward various reagents was compared to that of the corresponding monoradicals, 2-methylenepyridinium, N-phenyl-3-methylenepyridinium, and N-(3-methylenephenyl)pyridinium ions. The biradicals reactivity was found to reflect their predicted multiplicity. The 2,6-dimethylenepyridinium ion, the only biradical in this study predicted to have a closed-shell singlet ground state, reacts significantly faster than the other biradicals, which are predicted to have triplet ground states. In fact, this biradical reacts at a higher rate than the analogous monoradical, which suggests that to avoid the costly uncoupling of its unpaired electrons, the biradical favors ionic mechanisms over barriered radical pathways. In contrast, the second-order reaction rate constants of the isomeric biradicals with triplet ground states are well approximated by those of the analogous monoradicals, although the final reaction products are sometimes different. This difference arises from rapid radical−radical recombination of the initial monoradical reaction products. The overall reactivity toward the hydrogen-atom donors benzeneselenol and tributylgermanium hydride is significantly greater for the radicals with the charged site in the same ring system as the radical site. This finding indicates that polar effects play an important role in controlling the reactivity of π,π-biradicals, just as has been demonstrated for σ,σ-biradicals." @default.
- W1998973994 created "2016-06-24" @default.
- W1998973994 creator A5006417749 @default.
- W1998973994 creator A5022118952 @default.
- W1998973994 creator A5042528892 @default.
- W1998973994 creator A5056660920 @default.
- W1998973994 date "2004-09-21" @default.
- W1998973994 modified "2023-09-23" @default.
- W1998973994 title "Gas-Phase Reactivity of Charged π-Type Biradicals" @default.
- W1998973994 cites W1509527804 @default.
- W1998973994 cites W1967112716 @default.
- W1998973994 cites W1974867249 @default.
- W1998973994 cites W1975646186 @default.
- W1998973994 cites W1976074949 @default.
- W1998973994 cites W1981012928 @default.
- W1998973994 cites W1987940604 @default.
- W1998973994 cites W1988076085 @default.
- W1998973994 cites W1990302121 @default.
- W1998973994 cites W1992075176 @default.
- W1998973994 cites W1992542833 @default.
- W1998973994 cites W1998246830 @default.
- W1998973994 cites W2000950515 @default.
- W1998973994 cites W2002544218 @default.
- W1998973994 cites W2004800806 @default.
- W1998973994 cites W2007821371 @default.
- W1998973994 cites W2007837876 @default.
- W1998973994 cites W2012489345 @default.
- W1998973994 cites W2012527563 @default.
- W1998973994 cites W2014767261 @default.
- W1998973994 cites W2015916270 @default.
- W1998973994 cites W2016172733 @default.
- W1998973994 cites W2017041290 @default.
- W1998973994 cites W2026105800 @default.
- W1998973994 cites W2032866592 @default.
- W1998973994 cites W2034472728 @default.
- W1998973994 cites W2034530880 @default.
- W1998973994 cites W2039876529 @default.
- W1998973994 cites W2041007426 @default.
- W1998973994 cites W2042441476 @default.
- W1998973994 cites W2046900004 @default.
- W1998973994 cites W2048369597 @default.
- W1998973994 cites W2048737168 @default.
- W1998973994 cites W2049879885 @default.
- W1998973994 cites W2049886581 @default.
- W1998973994 cites W2050844955 @default.
- W1998973994 cites W2053520383 @default.
- W1998973994 cites W2054386011 @default.
- W1998973994 cites W2054721020 @default.
- W1998973994 cites W2057365035 @default.
- W1998973994 cites W2058932101 @default.
- W1998973994 cites W2063222789 @default.
- W1998973994 cites W2066584831 @default.
- W1998973994 cites W2066770690 @default.
- W1998973994 cites W2068325567 @default.
- W1998973994 cites W2069640226 @default.
- W1998973994 cites W2077791209 @default.
- W1998973994 cites W2080239218 @default.
- W1998973994 cites W2081922873 @default.
- W1998973994 cites W2083302440 @default.
- W1998973994 cites W2091623325 @default.
- W1998973994 cites W2105050546 @default.
- W1998973994 cites W2112453592 @default.
- W1998973994 cites W2120484338 @default.
- W1998973994 cites W2129579634 @default.
- W1998973994 cites W2158586395 @default.
- W1998973994 cites W2165242756 @default.
- W1998973994 cites W2334979734 @default.
- W1998973994 cites W2949404676 @default.
- W1998973994 cites W2949487679 @default.
- W1998973994 cites W2951268376 @default.
- W1998973994 cites W2951296867 @default.
- W1998973994 cites W2952259810 @default.
- W1998973994 cites W2953085550 @default.
- W1998973994 cites W3005329983 @default.
- W1998973994 cites W4235738182 @default.
- W1998973994 cites W4248707537 @default.
- W1998973994 doi "https://doi.org/10.1021/ja049534g" @default.
- W1998973994 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/15469293" @default.
- W1998973994 hasPublicationYear "2004" @default.
- W1998973994 type Work @default.
- W1998973994 sameAs 1998973994 @default.
- W1998973994 citedByCount "16" @default.
- W1998973994 countsByYear W19989739942012 @default.
- W1998973994 countsByYear W19989739942013 @default.
- W1998973994 countsByYear W19989739942015 @default.
- W1998973994 countsByYear W19989739942016 @default.
- W1998973994 countsByYear W19989739942017 @default.
- W1998973994 countsByYear W19989739942022 @default.
- W1998973994 crossrefType "journal-article" @default.
- W1998973994 hasAuthorship W1998973994A5006417749 @default.
- W1998973994 hasAuthorship W1998973994A5022118952 @default.
- W1998973994 hasAuthorship W1998973994A5042528892 @default.
- W1998973994 hasAuthorship W1998973994A5056660920 @default.
- W1998973994 hasConcept C121332964 @default.
- W1998973994 hasConcept C139066938 @default.
- W1998973994 hasConcept C142724271 @default.
- W1998973994 hasConcept C145148216 @default.
- W1998973994 hasConcept C147597530 @default.