Isolation of protonated arenes (wheland intermediates) with BArF and carborane anions. A novel crystalline superacid

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Show simple item record Reed, CA en Fackler, NLP en Kim, KC en Stasko, D en Evans, DR en Boyd, PDW en Rickard, CEF en 2011-09-12T04:04:34Z en 1999 en
dc.identifier.citation J AM CHEM SOC 121(26):6314-6315 07 Jul 1999 en
dc.identifier.issn 0002-7863 en
dc.identifier.uri en
dc.description.abstract Protonated arenes are widely accepted intermediates in electrophilic aromatic substitution chemistry.1 Known as Wheland intermediates, but more correctly ascribed to Pfeiffer and Wizinger,2,3 they have been characterized by isolation and spectroscopy at low temperatures in superacid media.4,5 However, obtaining an X-ray crystal structure of a protonated arene salt is an unrealized experimental challenge,5 and thermal instability has prevented their development as useful reagents. In this paper, we show how modern anions lead to readily crystallized salts of remarkable thermal stability. The salt of protonated benzene is a crystalline superacid with distinct advantages over existing superacid media. en
dc.language EN en
dc.relation.ispartofseries Journal of the American Chemical Society en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. Details obtained from en
dc.rights.uri en
dc.subject BENZENIUM ION en
dc.subject CHEMISTRY en
dc.subject NMR en
dc.subject ACIDS en
dc.title Isolation of protonated arenes (wheland intermediates) with BArF and carborane anions. A novel crystalline superacid en
dc.type Journal Article en
pubs.issue 26 en
pubs.begin-page 6314 en
pubs.volume 121 en
dc.rights.holder Copyright: 1999 American Chemical Society en
pubs.end-page 6315 en
dc.rights.accessrights en
pubs.subtype Article en
pubs.elements-id 1655 en Science en Chemistry en
pubs.record-created-at-source-date 2010-09-01 en

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