Small carboranes

In Vitro Cytostatic Effect on Tumor Cells by Carborane‐Based Dual Cyclooxygenase‐2 and 5‐Lipoxygenase Inhibitors

“…As our synthetic strategy is based on the bioisosteric replacement of unsubstituted or substituted phenyl rings, the fluorophenyl group in RWJ‐63556 was chosen to be substituted by carborane moieties. Since ortho ‐carborane is prone to deboronation under physiological conditions, meta ‐ and para ‐carborane moieties that are more stable have been chosen for substitution [ 31 ] ( Scheme ).…”

“…[ 27–29 ] Carboranes are icosahedral boron‐ and hydrogen‐containing clusters in which two BH − vertices are replaced by two CH groups. [ 30,31 ] The carbon atoms, thereby, can be arranged in 1,2‐ ( ortho ), 1,7‐ ( meta ), or 1,12‐ ( para ) manner, leading to three different regioisomers depending on the relative position of the two carbon atoms. [ 27,32 ] The possibility of 3D‐orthogonal functionalization by either deprotonation of the acidic CH groups or modification of boron vertices by reactive electrophiles enables to tune the pharmacokinetics of potential drug candidates.…”

Visible‐Light‐Promoted Palladium‐Catalyzed Cross‐Coupling of Iodocarboranes with Disulfides and Phenylselenyl Chloride†

“…Carboranes, boron‐carbon molecular clusters, possess characteristic properties including three‐dimensional aromaticity conjugated by 3c‐2e σ bonds, icosahedral geometry, high boron content, and inherent robustness. [ 1 ] These features make carboranes very useful building blocks for applications ranging from functional materials to medicine. [ 1‐4 ] In this connection, selective functionalization of carboranes has received a growing research interest.…”

Photophysical Properties of Pyrene‐Substituted nido‐Carborate Anion and the Change of Luminescence Species by Counter Cations in Solution and Solid States

“…[ 6 ] o C is an icosahedral cluster composed of ten boron and two carbon atoms and is formed by a characteristic three‐center two‐electron (3c2e) bond originating from electron‐deficient properties of the boron atom. [ 7,8 ] Its unique 3D electron delocalization through 3c2e bonds is an attractive electronic feature. [ 9,10 ] From a structural point of view, the bulky and spherical structure of o C is very reasonable for suppressing aggregation‐caused quenching (ACQ), which is a critical issue in the development of solid‐state light‐emitting materials.…”

“…[ 29 ] This compound is obtained by eliminating the boron atom from o C with a fluoride anion and forms a bridge hydrogen atom ( µ ‐H) between two boron atoms through 3c2e bonds (Figure 1b). [ 7 ] Based on this reaction, n CA can be used as a fluoride sensor. [ 30–34 ] Derived from the strong electron‐donating ability because of its anionic character, n CA shows intramolecular charge transfer (ICT) emission when substituted with aromatic compounds.…”