The Reaction Mechanism Between Tetraarylammonium Salts and Hydroxide,European Journal of Organic Chemistry

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The Reaction Mechanism Between Tetraarylammonium Salts and Hydroxide
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2020-05-06 , DOI: 10.1002/ejoc.202000435
Nansi Gjineci ₁ , Sinai Aharonovich ₁ , Sapir Willdorf-Cohen ₂ , Dario R. Dekel _{2,

3} , Charles E. Diesendruck _{1,

3}

Affiliation

The reaction between different N,N ‐diarylcarbazolium salts and hydroxide is investigated to understand the reaction mechanism. The regioselectivity of the reaction and an unexpected H/D exchange indicate that the reaction does not follow the expected S_NAr mechanism, but instead proceeds through a radical pathway.