10.1007/s11172-010-0175-3
The research focuses on a novel method for the thiomethylation of phenols, which are considered promising as antioxidants and bioantioxidants. The study aims to improve upon existing synthesis methods that typically involve intermediate products containing a methylene fragment in the phenol molecule, which are often slow and require harsh conditions. The researchers introduce alkyl diethylaminomethyl sulfides as efficient reagents for introducing alkylthiomethyl groups into phenols, demonstrating high conversion rates and yields. Key chemicals used in the process include diethylaminomethyl dodecyl sulfide (1a), diethylaminomethyl octadecyl sulfide (1b), 2,6-dimethylphenol, p-cresol, and phenol. The conclusions drawn from the study highlight the simplicity and efficiency of the proposed method, which selectively produces mono- and disubstitution products with a preference for ortho-substitution under the tested conditions, and suggest that the reagents used are promising for further testing with other nucleophiles.
10.1039/b821179e
The research focuses on the stoichiometric transformations of 2,6-xylenol via sp3 C–H bond cleavage reactions using transition-metal complexes, specifically ruthenium. The purpose of the study is to explore the potential for direct functionalization of organic molecules through carbon-hydrogen bond cleavage reactions. The researchers achieved the insertion of dimethyl acetylenedicarboxylate (DMAD) into the Ru–C bond of a cycloruthenated complex, leading to the formation of a seven-membered oxaruthenacycle. This complex exhibited fluxional behavior in solution, and upon heating, a 1,3-H shift reaction occurred, resulting in an h3-allylic complex. Acidolysis and iodolysis of the complexes produced various phenolic compounds and benzopyrans, respectively.
10.1039/c5ce00675a
Sazzat Hossain, Sandeep K. Gupta, and Ramaswamy Murugavel investigate the synthesis, crystal chemistry, and supramolecular interactions of H-phosphonate and a-hydroxyarylphosphonate derived from 2,6-dimethylphenol. The study demonstrates the facile synthesis of these compounds through hydrolysis of dichloro(2,6-dimethylphenoxy)phosphine in different solvents. The compounds exhibit interesting supramolecular interactions, forming polymeric structures with water channels in the hydrate form. The reactivity of a-hydroxyarylphosphonate with metal acetates was also explored, yielding copper and zinc complexes with unique structural topologies.
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