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Electron Donor‐Acceptor Complexes in Perfluoroalkylation Reactions
Author(s) -
Postigo Al
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801079
Subject(s) - chemistry , homolysis , lone pair , halogen , photochemistry , acceptor , electron transfer , electron acceptor , halogen bond , electron donor , organic chemistry , catalysis , radical , molecule , alkyl , physics , condensed matter physics
Electron‐donor‐acceptor complexes (EDA) can be established through halogen‐bonding interactions between the N lone electron pair from organic bases (or N‐/O‐centered anions) and perfluoroalkyl iodides R F –I. These EDA complexes can be activated thermally or photochemically, and will be shown to be responsible for new C–R F bond formation reactions, bypassing the use of visible‐light photocatalysts (either organic or organometallic) or harsh reaction conditions, thus simplifying reaction protocols, work‐up and analysis. Through this strategy, diverse reaction types can be realized, such as atom transfer radical additions, homolytic aromatic substitutions, and multicomponent reactions.