Free three-dimensional carborane carbanions

Abstract

Carbon atom functionalization via generation of carbanions is the cornerstone of carborane chemistry. In this work, we report the synthesis and structural characterization of free ortho-carboranyl [C2B10H11]−, a three-dimensional inorganic...

Redox-active carborane clusters in bond activation chemistry and ligand design

“…23), and as such can be deprotonated with strong bases, resulting in carbanions that can be utilized in reactions with organic or inorganic electrophiles, providing a major route for carbon vertex derivatization. 45,46 Factors driving the selectivity of carborane deprotonation and functionalization have been extensively studied. [47][48][49] The carbon atoms of ortho-C 2 B 10 H 12 form single bonds with exohedral substituents, and p-backdonation from those groups to the cluster can simultaneously increase the exohedral bond order and weaken the intracluster C-C bond.…”

Room-Temperature Aerobic C–CN Bond Activation in Nickel(II) Cyanomethyl Dicarboranyl Complex

“…The pincer-type pro-ligand 2,6-dicarboranylpyridine ( 1 ) has been synthesized using the recently reported route that involves S N Ar aromatic nucleophilic substitution reaction of carbon–fluorine bonds of 2,6-difluoropyridine with the C -metalated carborane cluster. , The pro-ligand 1 possesses two remaining C–H carboranyl bonds that are weakly acidic and can be transformed into a dianionic pincer-type CNC ligand. The high degree of steric hindrance and the rigidity of this pincer ligand limit the range of suitable metal centers that can be accommodated in its pocket, and only its nickel­(II) complexes have been reported to date.…”

Physico‐chemical Properties and Anticancer Activity of Carborane‐BODIPY Conjugates: A Review

“…Carboranes are polyhedral boron clusters which has been the subject of intense and attractive research over the last 60 years. [1,2] Carborane are very robust compounds, and characterized by a three-dimensional (3D) structure, [3,4] 3cÀ 2e bond, [5] high stability (chemical, thermal and photochemical), [6,7] electron-withdrawing, [8] high hydrophobicity, [9] and low toxicity in biological overview. [10,11] Furthermore, the physico-chemical properties of carborane derivatives showing that they can act differently even when compared to electronically similar organic species, such as phenyl ring.…”

“…[21,22] Specially, boron neutron capture therapy (BNCT) and drug delivery are in front of them. BNCT is a very promising binary anti-cancer methodology that involves a 10 B atom capturing a thermal neutron giving an excited 11 B which rapidly produces cytotoxic high linear energy transfer (high-LET) 4 He 2 + (α-particle) and 7 Li 3 + ions, γ radiation, and about 2.4 MeV of kinetic energy through a nuclear fission reaction. The generated high-LET particles have short path lengths of less than 10 μm in tissue before spent their kinetic energy, therefore restricting the damage to 10 Bcontaining tumor cells easily without affecting the surrounding healthy tissues.…”