Amide‐Directed C−H Sodiation by a Sodium Hydride/Iodide Composite

Abstract

A new protocol for amide-directed ortho and lateral C-H sodiation is enabled by sodium hydride (NaH) in the presence of either sodium iodide (NaI) or lithium iodide (LiI). The transient organosodium intermediates could be transformed into functionalized aromatic compounds.

Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4‐Dioxane

“…Recently, the Chiba group extended the application frame to the reduction of nitriles, amides, and imines . They also applied NaH to the ionic hydrodebromination of aryl bromides, and to amide‐directed C−H sodiation . This unprecedented NaH reactivity is induced by the addition of LiI or NaI in a stoichiometric or super‐stoichiometric amount.…”

Nucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite

“…The calculated energy changes to see the substituent effects were consistent with the experimental results (see the Supporting Information). One of the keys to enable this unprecedented nucleophilic amination of methoxy arenes could probably be enhanced Lewis acidity installed onto NaH in the composite. Nonetheless, further elucidation of the detailed mechanism is the subject of ongoing investigations.…”

Metal Halide Perovskites: Synthesis, Ion Migration, and Application in Field‐Effect Transistors

“…[114] MAPbBr 3 nanocrystals, with PL quantum yields of 72%, have been also obtained by Huang et al using the sonication method. [115] Moreover, Long et al applied the microwave irradiation to fabricate CsPbX 3 nanocrystals with PL quantum yields of ≈92% both for CsPbBr 3 and CsPbI 3 . The synthetic procedure is quite straightforward, as illustrated in Figure 2f, in which the heterogeneous solidliquid mixture is placed in an operating household microwave for 4 min, and the subsequent dispersed product is purified by centrifugation to finally obtain CsPbX 3 nanocrystals.…”