103068-17-3Relevant academic research and scientific papers
A One-Pot Synthesis of m-Terphenyls via a Two-Aryne Sequence
Du, Chi-Jen Frank,Hart, Harold,Ng, Kwok-Keung Daniel
, p. 3162 - 3165 (1986)
Aryl-Grignards (3+ equiv) react with 2,6-dibromoiodobenzene or other 1,2,3-trihalobenzenes to give 2,6-diarylphenylmagnesium halides.The mechanism involves Grignard exchange at the central halogen, followed by two cycles of magnesium halide loss and regioselective capture of the resulting aryne by the aryl-Grignard reagent (Scheme I).Typical examples are shown in Table I.The method is especially applicable to m-terphenyls in which the "outer" rings are identical and/or in which substitution at the 2' or other positions of the "central" ring is desired.
Selective Mechanochemical Monoarylation of Unbiased Dibromoarenes by in Situ Crystallization
Seo, Tamae,Kubota, Koji,Ito, Hajime
supporting information, p. 9884 - 9889 (2020/05/19)
Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of liquid, unbiased dibromoarenes under mechanochemical conditions selectively afford the monoarylated products. The lower reactivity of the crystalline monoarylated products relative to the liquid starting materials should be attributed predominantly to the low diffusion efficiency of the former in the reaction mixture, which results in a selective monoarylation. The present study sheds light on a novel approach using in situ phase transitions in solids to design selective organic transformations that are difficult to achieve via conventional solution-based synthesis.
