Observation by NMR of cationic Wheland-like intermediates in the deiodination of protected 1-iodo-naphthalene-2,4-diamines in acidic media

Elvis A Twum, Timothy J Woodman, Wenyi Wang, Michael D Threadgill

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6 Citations (Scopus)
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Abstract

1-Iodonaphthalene-2,4-diamines in trifluoroacetic acid / chloroform give stable Wheland-like tetrahedral cationic species observable by NMR, through an initial intramolecular protonation. Dynamic equilibria allow proton-deuterium exchange of aromatic protons and provide a mechanism for deiodination of 1 iodo-napthalene-2,4-diamines.
Original languageEnglish
Pages (from-to)6208-6214
JournalOrganic and Biomolecular Chemistry
Volume11
Issue number36
Early online date7 Aug 2013
DOIs
Publication statusPublished - 2013

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