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4,4′‐Azobis(halopyridinium) Derivatives: Strong Multidentate Halogen‐Bond Donors with a Redox‐Active Core
Author(s) -
Kniep Florian,
Walter Sebastian M.,
Herdtweck Eberhardt,
Huber Stefan M.
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103071
Subject(s) - chemistry , denticity , bromide , bromine , halogen , redox , reagent , pyridinium , halogen bond , polymer chemistry , combinatorial chemistry , medicinal chemistry , inorganic chemistry , organic chemistry , alkyl , crystal structure
Halopyridiniums also do the trick : An easily accessible class of highly potent bis(pyridinium)‐based multidentate halogen‐bond (XB) donors is introduced, which, in addition to their inherent XB acidity, also include a built‐in redox option (see scheme). These XB donors function as activating reagents for the carbon–bromine bond in benzhydryl bromide. During the reaction, bromide is oxidized to elemental bromine, which forms the basis of a parallel activation mechanism.