A thin film of poly-([IrCl(cod)(NHC-onbe)] -(propyl-onbe) ) (onbe=oxanorbornene) coated on filter paper reacts quantitatively with CO to yield 1,5-cyclooctadiene, the unpleasant smell of which can be detected by the human olfactory system with very high sensitivity. Odorless, but toxic CO is thus "translated" into the distinct smell of 1,5-cyclooctadiene. Based on malodorogenic sensing it is possible to smell the presence of CO.
The present work establishes a new synthetic route that leads to substituted azolium salts. The base stable 1‐(4‐bromo‐2,6‐diisopropylphenyl)‐3‐(2,6‐diisopropylphenyl)imidazolidine and 1,3‐bis(4‐bromo‐2,6‐diisopropylphenyl)imidazolidine were synthesized and the 4‐Br substituents converted into various functional groups through Br/Li exchange or Pd‐catalyzed cross‐coupling reactions (Suzuki, Sonogashira, and vinylation). The substituted imidazolidines were oxidized, by using chloranil or N‐bromosuccinimide, to provide the respective azolium salts, which are convenient precursors to N‐heterocyclic carbenes.
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