نبذة مختصرة : A practical method for radical chain reduction of various aryl bromides and chlorides is introduced. The thermal process uses NaH and 1,4‐dioxane as reagents and 1,10‐phenanthroline as an initiator. Hydrodehalogenation can be combined with typical cyclization reactions, proving the nature of the radical mechanism. These chain reactions proceed by electron catalysis. DFT calculations and mechanistic studies support the suggested mechanism.
Relation: https://orca.cardiff.ac.uk/id/eprint/112222/1/Hokamp_et_al-2017-Angewandte_Chemie_International_Edition.pdf; Hokamp, Tobias, Dewanji, Abhishek, Lübbesmeyer, Maximilian, Mück-Lichtenfeld, Christian, Würthwein, Ernst-Ulrich and Studer, Armido 2017. Radical hydrodehalogenation of aryl bromides and chlorides with sodium hydride and 1,4-Dioxane. Angewandte Chemie - International Edition 56 (43) , pp. 13275-13278. 10.1002/anie.201706534 https://doi.org/10.1002/anie.201706534 file https://orca.cardiff.ac.uk/id/eprint/112222/1/Hokamp_et_al-2017-Angewandte_Chemie_International_Edition.pdf
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