About: Reactions of Doubly Ionized Benzene with Nitrogen and Water: A Nitrogen-Mediated Entry into Superacid Chemistry     Goto   Sponge   NotDistinct   Permalink

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Description
  • Even in the highly diluted gas phase, rather than electron transfer the benzene dication C6H6(2+) undergoes association with dinitrogen to form a transient C6H6N2(2+) dication which is best described as a ring-protonated phenyl diazonium ion. Isotopic labeling studies, photoionization experiments using synchrotron radiation, and quantum chemical computations fully support the formation of protonated diazonium, which is in turn a prototype species of superacidic chemistry in solution. Additionally, reactions of C6H6(2+) with background water involve the transient formation of diprotonated phenol and, among other things, afford a long-lived C6H6OH2(2+) dication, which is attributed to the hydration product of Hogeveens elusive pyramidal structure of C6H6(2+), as the global minimum of doubly ionized benzene. Nitrogen is essential for the formation of the C6H6OH2(2+) dication in that it mediates the formation of the water adduct, while the bimolecular encounter of the C6H6(2+) dication with water only leads to (dissociative) electron transfer.
  • Even in the highly diluted gas phase, rather than electron transfer the benzene dication C6H6(2+) undergoes association with dinitrogen to form a transient C6H6N2(2+) dication which is best described as a ring-protonated phenyl diazonium ion. Isotopic labeling studies, photoionization experiments using synchrotron radiation, and quantum chemical computations fully support the formation of protonated diazonium, which is in turn a prototype species of superacidic chemistry in solution. Additionally, reactions of C6H6(2+) with background water involve the transient formation of diprotonated phenol and, among other things, afford a long-lived C6H6OH2(2+) dication, which is attributed to the hydration product of Hogeveens elusive pyramidal structure of C6H6(2+), as the global minimum of doubly ionized benzene. Nitrogen is essential for the formation of the C6H6OH2(2+) dication in that it mediates the formation of the water adduct, while the bimolecular encounter of the C6H6(2+) dication with water only leads to (dissociative) electron transfer. (en)
Title
  • Reactions of Doubly Ionized Benzene with Nitrogen and Water: A Nitrogen-Mediated Entry into Superacid Chemistry
  • Reactions of Doubly Ionized Benzene with Nitrogen and Water: A Nitrogen-Mediated Entry into Superacid Chemistry (en)
skos:prefLabel
  • Reactions of Doubly Ionized Benzene with Nitrogen and Water: A Nitrogen-Mediated Entry into Superacid Chemistry
  • Reactions of Doubly Ionized Benzene with Nitrogen and Water: A Nitrogen-Mediated Entry into Superacid Chemistry (en)
skos:notation
  • RIV/00216208:11310/12:10132866!RIV13-GA0-11310___
http://linked.open...avai/riv/aktivita
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  • I, P(GA203/09/1223), P(GAP208/11/0446)
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  • 11
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  • 164188
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  • RIV/00216208:11310/12:10132866
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  • superacids; protonation; nitrogen; dications; benzene (en)
http://linked.open.../riv/klicoveSlovo
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  • GB - Spojené království Velké Británie a Severního Irska
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  • [089081BB62CB]
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  • Chemphyschem : a European journal of chemical physics and physical chemistry
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  • 13
http://linked.open...iv/tvurceVysledku
  • Schröder, Detlef
  • Zins, Emilie-Laure
  • Žabka, Ján
  • Alcaraz, Christian
  • Shaffer, Christopher J.
http://linked.open...ain/vavai/riv/wos
  • 000306900700013
issn
  • 1439-4235
number of pages
http://bibframe.org/vocab/doi
  • 10.1002/cphc.201200313
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  • 11310
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