Extracurricular laboratory: Synthetic route of 2834-05-1

This literature about this compound(2834-05-1)Recommanded Product: 2834-05-1has given us a lot of inspiration, and I hope that the research on this compound(11-Bromoundecanoic acid) can be further advanced. Maybe we can get more compounds in a similar way.

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Synthesis of Long-Chain Alkanoyl Benzenes by an Aluminum(III) Chloride-Catalyzed Destannylative Acylation Reaction, published in 2021-07-02, which mentions a compound: 2834-05-1, Name is 11-Bromoundecanoic acid, Molecular C11H21BrO2, Recommanded Product: 2834-05-1.

This paper describeD 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 allowed the synthesis of many important synthons for novel functional materials in a highly efficient manner. The halo-tri-n-butyltin benzenes were obtained by the lithium-halogen exchange of com. 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 were acylated through destannylation. The reactions proceeded fast (<5 min) at low temperatures and thus were compatible with aromatic halogen substituents. Furthermore, the method was 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 chromatog.-free. Mol. structures of several products were determined by X-ray single-crystal diffraction and the crystal packing was investigated by mapping Hirshfeld surfaces onto individual mols. A feasible reaction mechanism for the destannylative acylation reaction was proposed and supported through d. 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. This literature about this compound(2834-05-1)Recommanded Product: 2834-05-1has given us a lot of inspiration, and I hope that the research on this compound(11-Bromoundecanoic acid) can be further advanced. Maybe we can get more compounds in a similar way.

Reference:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI