Natural-Product-Directed Catalytic Stereoselective Synthesis of Functionalized Fused Borane Cluster–Oxazoles for the Discovery of Bactericidal Agents

The identification of an alternative chemical space in order to address the global challenge posed by emerging antimicrobial resistance is very much needed for the discovery of novel antimicrobial lead compounds. Boron clusters are currently being explored in drug discovery due to their unique steric and electronic properties. However, the challenges associated with the synthesis and derivatization techniques of these compounds have limited their utility in the rapid construction of a library of molecules for screening against various biological targets as an alternative molecular platform. Herein, we report a transition-metal-catalyzed regioselective direct B–H alkylation–annulation of the closo-dodecaborate anion with natural products such as menthol and camphor as the directing groups. This method allowed the rapid construction of a library of 1,2,3-trisubstituted clusters, which were evaluated in terms of their antibacterial activity against WHO priority pathogens. Several of the synthesized dodecaborate derivatives displayed medium- to high-level bactericidal activity against Gram-positive and Gram-negative bacteria

Synthesis and Structural Characterization of Amidine, Amide, Urea and Isocyanate Derivatives of the Amino-closo-dodecaborate Anion [B12H11NH3]−

The synthesis and structural characterization of new derivatives of [B12H12]2− is of fundamental interest and is expected to allow for extended applications. Herein we report on the synthesis of a series of amidine, amide, urea and isocyanate derivatives based on the amino-closo-dodecaborate anion [B12H11NH3]−. Their structures have been confirmed by spectroscopic methods, and nine crystal structures are presented

Arenium acid catalyzed deuteration of aromatic hydrocarbons

The arenium acid [mesitylene–H]+ has been shown to be an extraordinarily active H/D exchange catalyst for the perdeuteration of polycyclic aromatic hydrocarbons. The reactions take place under ambient conditions in C6D6 as an inexpensive deuterium source. High isolated yields and excellent degrees of deuterium incorporation were achieved using the substrates p-terphenyl, fluoranthene, pyrene, triphenylene, and corannulene

Crystal structure of a carborane endo/exo-dianion and its use in the synthesis of ditopic ligands for supramolecular frameworks

The crystal structure of the deprotonated monocarba-closododecaborate [12-CN-CB11H11]- is reported. This dianion, featuring a delocalized endohedral negative charge and an exo-cluster C–[Li] moiety, was used for the synthesis of ditopic ligands with the potential to form novel supramolecular frameworks

Synthesis and Structural Characterization of Amidine, Amide, Urea and Isocyanate Derivatives of the Amino-<i>closo</i>-dodecaborate Anion [B₁₂H₁₁NH₃]⁻

The synthesis and structural characterization of new derivatives of [B12H12]2&#8722; is of fundamental interest and is expected to allow for extended applications. Herein we report on the synthesis of a series of amidine, amide, urea and isocyanate derivatives based on the amino-closo-dodecaborate anion [B12H11NH3]&#8722;. Their structures have been confirmed by spectroscopic methods, and nine crystal structures are presented

Through-space interactions in enshroudedm-terphenylsilanes

A series of m-terphenyl-substituted silanes was prepared and studied with regard to the steric and electronic interactions between the silyl core and the terphenyl shroud. Only weak conformational preferences were observed for the core, but the π-basicity of the lateral rings led to distinct nuclear magnetic resonance shifts, and o-fluorine atoms led to through-space coupling effects