23708-59-0

Upstream product

• 7147-07-1 9-(2-Aminoaethoxy)-9,10-dihydro-9-boraanthracen 
• 71838-16-9 3-bromo-4-iodotoluene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 873-51-8 phenylborondichloride 
• 23708-66-9 5,5-dimethyl-5,10-dihydrodibenzo[b,e]stannine 

Downstream Products

• 210573-31-2 lithium(THF)3 9-phenyl-9-borataanthracene 
• 36117-55-2 9-phenyl-9-borata-anthracene; lithium salt 

Relevant academic research and scientific papers

Methylene Bridging Effect on the Structures, Lewis Acidities and Optical Properties of Semi-planar Triarylboranes

Three synthetic methods towards semi-planar triarylboranes with two aryl rings connected by a methylene bridge have been developed. The fine-tuning of their stereoelectronic properties and Lewis acidities was achieved by introducing fluorine, methyl, methoxy, n-butyl and phenyl groups either at their exocyclic or bridged aryl rings. X-ray diffraction analysis and quantum-chemical calculations provided quantitative information on the structural distortion experienced by the near planar hydro-boraanthracene skeleton during the association with Lewis bases such as NH3 and F?. Though the methylene bridge between the ortho-positions of two aryl rings of triarylboranes decreased the Gibbs free energies of complexation with small Lewis bases by less than 5 kJ mol?1 relative to the classical Lewis acid BAr3, the steric shielding of the CH2 bridge is sufficient to avoid the formation of Lewis adducts with larger Lewis bases such as triarylphosphines. A newly synthesized spirocyclic amino-borane with a long intramolecular B?N bond that could be dissociated under thermal process, UV-irradiation, or acidic conditions might be a potential candidate in Lewis pairs catalysis.