An article Synthesis of Long-Chain Alkanoyl Benzenes by an Aluminum(III) Chloride-Catalyzed Destannylative Acylation Reaction WOS:000670661000040 published article about FRIEDEL-CRAFTS ACYLATION; ALKYL SIDE-CHAINS; AROMATIC-SUBSTITUTION; UNSTRAINED CYCLOALKANOLS; ARYL; TIN; MECHANISM; FACILE; LENGTH; ALCL3 in [Keaveney, Sinead T.] Macquarie Univ, Dept Mol Sci, Sydney, NSW 2109, Australia; [Roemer, Max; Proschogo, Nicholas] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia in 2021, Cited 64. HPLC of Formula: C12H8Br2. The Name is 4,4′-Dibromobiphenyl. Through research, I have a further understanding and discovery of 92-86-4
This paper describes the facile synthesis of haloaryl compounds with long-chain alkanoyl substituents by the destannylative acylation of haloaryls bearing tri-n-butyltin (Bu3Sn) substituents. The method allows the synthesis of many important synthons for novel functional materials in a highly efficient manner. The halo-tri-n-butyltin benzenes are obtained by the lithium-halogen exchange of commercially available bis-haloarenes and the subsequent reaction with Bu3SnCl. Under typical Friedel-Crafts conditions, i.e., the presence of an acid chloride and AlCl3, the haloaryls are acylated through destannylation. The reactions proceed fast (<5 min) at low temperatures and thus are compatible with aromatic halogen substituents. Furthermore, the method is applicable to para-, meta-, and ortho-substitution and larger systems, as demonstrated for biphenyls. The generated tin byproducts were efficiently removed by trapping with silica/KF filtration, and most long-chain haloaryls were obtained chromatography-free. Molecular structures of several products were determined by X-ray single-crystal diffraction, and the crystal packing was investigated by mapping Hirshfeld surfaces onto individual molecules. A feasible reaction mechanism for the destannylative acylation reaction is proposed and supported through density functional theory (DFT) calculations. DFT results in combination with NMR-scale control experiments unambiguously demonstrate the importance of the tin substituent as a leaving group, which enables the acylation. HPLC of Formula: C12H8Br2. Bye, fridends, I hope you can learn more about C12H8Br2, If you have any questions, you can browse other blog as well. See you lster.
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