10.1007/s10870-011-0118-3
The study focuses on the synthesis and crystal structures of two novel Schiff base hydrazones derived from biphenyl-4-carbohydrazide. The compounds synthesized are N-[(E)-(2,5-dimethoxyphenyl)methylidene]biphenyl-4-carbohydrazide (1) and N0-[(E)-(4-fluorophenyl)methylidene]biphenyl-4-carbohydrazide (2). These compounds are the first structurally characterized biphenyl derivatives of phenylmethylidenecarbohydrazide. The study uses X-ray diffraction to determine their crystal structures, revealing that both compounds crystallize in monoclinic space groups but exhibit different molecular conformations due to the presence or absence of substituents in the ortho position of the phenyl ring.
10.1016/j.tet.2009.09.027
The study investigates the reactivity of dilithium biphenyl (Li2C12H10) and lithium biphenyl radical anion (LiC12H10) with various alkyl fluorides, focusing on the competition between nucleophilic substitution (SN2) and electron transfer (ET) mechanisms. The researchers found that SN2 is the dominant mechanism with primary alkyl fluorides, yielding good yields of alkylated dihydrobiphenyl anions that can be further functionalized with electrophiles. However, as the alkyl fluorides become secondary or tertiary, the ET mechanism becomes more prevalent, leading to more complex product distributions. The study provides insights into the SN2-ET dichotomy and demonstrates the potential for synthesizing dearomatized biphenyl derivatives through these reactions.
10.1021/jo01353a009
The study explores the synthesis of various substituted naphthyridines and biphenyls through different chemical reactions. Key chemicals involved include N-(3-amino-4-picolylidene)-p-toluidine, which serves as a precursor for multiple reactions to produce compounds like 1,7-naphthyridine-2-aldoxime, 2,9-diaza-6,8-dihydro-7,7-dimethyl-5-oxoanthracene, and 7,9-diazabenz[f]indane. These compounds are formed by reacting the precursor with different reagents such as isonitrosoacetone, dimethyldihydroresorcinol, and cyclopentanone under specific conditions like heating and refluxing. The products are characterized by their melting points, yields, and elemental analysis. In another part of the study, the reaction of various p-aroylpropionic acids with benzoyl chloride is investigated, yielding substituted phthalides in the biphenyl series. The study also delves into the infrared and ultraviolet spectral analysis of these products to understand their structural properties.
10.1016/S0960-894X(00)00459-5
The research focuses on the development of potent and selective human β3 adrenergic receptor (AR) agonists, specifically tetrahydroisoquinoline derivatives containing a benzenesulfonamide moiety, for potential use in treating obesity. The study aimed to improve the selectivity and potency of these compounds over binding to and activation of β1 and β2 ARs. Key chemicals included trimetoquinol (TMQ), a potent human β3 AR agonist with limited selectivity, and various derivatives such as biphenyl, naphthyl, and aryloxy compounds. The researchers synthesized and tested several derivatives, finding that the 4,4-biphenyl derivative 9 was a potent full agonist with an EC50 of 6 nM and showed >300-fold selectivity over binding to β1 and β2 ARs. The naphthyloxy compound 18 exhibited excellent selectivity for the β3 AR, with an EC50 of 78 nM and >1000-fold selectivity over binding to β1 and β2 ARs. The study concluded that these derivatives represent a significant advancement in the design of structurally distinct human β3 AR agonists, potentially offering therapeutic benefits for obesity treatment.