23738-73-0

Upstream product

• 591-50-4 iodobenzene 
• 20347-50-6 1-phenyl-2-iodo-1,2-dicarba-closo-dodecaborane 
• 201230-82-2 carbon monoxide 
• 16390-61-7 1-phenyl-1,2-closo-C₂B₁₀H₁₁ 
• 98-88-4 benzoyl chloride 

Downstream Products

• 20669-94-7 1,2-C₂B₁₀H₁₀-1-CH(OH)C₆H₅-2-C₆H₅ 
• 16390-61-7 1-phenyl-1,2-closo-C₂B₁₀H₁₁ 

Relevant academic research and scientific papers

Cross-coupling reaction between arylboronic acids and carboranyl iodides catalyzed by graphene oxide (GO)-supported Pd(0) recyclable nanoparticles for the synthesis of carboranylaryl ketones

Well-dispersed palladium(0) nanoparticles with small and narrow size distributions were synthesized conveniently on a graphene oxide (GO) surface. The GO-supported nano-Pd0 was found to be a highly efficient and recyclable catalyst for the carbonylative cross-coupling reaction between arylboronic acids and aryl and carboranyl iodides, respectively. Benzophenone and a series of carboranylaryl ketones, 1-R-2-[C(O)Ar]-1,2-C2B 10H10 (R = H, Me, Ph; Ar = C6H5, C6H4-4-OMe and C6H4-4-F), were synthesized and fully characterized. The catalyst was recyclable at least three times with sustained activity.

The synthesis and molecular and crystal structures of 1-methyl-2-carboxy-1, 2-dicarba-closo-dodecaborane(12), 1-phenyl-2-carboxy-1,2-dicarba-closo- dodecaborane(12) and 1-phenyl-2-benzoyl-1,2-dicarba-closo-dodecaborane(12)

The structures of 1-Me-2-COOH-1,2-closo-C2B10H 10 (1), 1-Ph-2-COOH-1,2-closo-C2B10H 10 (2) and 1-Ph-2-COPh-1,2-closo-C2B10H 10 (3) have been determined by X-ray crystallography. In 1 the orientation of the COOH group is defined by θCOOH=65.0(2) syn°, and this group H-bonds to that in a second molecule via a centrosymmetric eight-membered ring, R22(8). DFT calculations on the parent species 1-COOH-1,2-closo-C2B 10H11 reveal that the structure with θ COOH=90syn°is preferred, with a barrier to COOH rotation of ≈17 kJmol-1. Similar calculations on 1 yield a lower rotational barrier, ≈7 kJmol-1, because internal H-bonding is now denied. In compound 2 the COOH group is twisted to lower θ values [5.0(3)°and 39.7(3)°] but both crystallographically independent molecules exist as dimers in the solid state by virtue of R2 2(8) rings. Compound 2 crystallises from wet solvent as a monohydrate, the structure of which reveals a non-planar centrosymmetric R 44(12) ring and near-orthogonal Ph and COOH substituents [θPh=6.7(2) and θCOOH=78.0(2) syn°]. In compound 3 molecular association by H-bonding is blocked, so 3 serves as a useful comparative structure for 2.