6533b825fe1ef96bd1281c6a

RESEARCH PRODUCT

Cyclische chirale triarylborane mit einer B←N-Bindung

Leopold HornerUlrich KapsGuido Simons

subject

Bicyclic moleculeOrganic Chemistrychemistry.chemical_elementNuclear magnetic resonance spectroscopyBiochemistryMedicinal chemistryOxygenInorganic Chemistrychemistry.chemical_compoundchemistryReagentMaterials ChemistryOrganic chemistryPhysical and Theoretical ChemistryIndeneBoronPhenyllithium

description

Abstract The reaction of ortho-lithiated N,N-dimethyl-1-arylethyl-amines with triphenyl- boron leads, with elimination of phenyllithium, to (R)-(−)-2,2,3-trimethyl-1,1-diphenyl -1H-2-azonia-1-borata-indene (1), 2,3-dihydro-1,1,2-trimethyl-3,3-diphenyl- 1H-2-azonia-3-borata-benz[e]indene (2) and 2,3-dihydro-2,2,3-trimethyl-1,1-diphenyl -1H-2-azonia-1-borata-benz[e]indene (3) with a strongB←N bond. 1, 2 and 3 are stable against oxygen, water and alcohols. Triarylboron compounds sensitive to the same reagents are formed by the reaction of triphenylboron with some aryllithium compounds substituted with electron-donating groups.

https://doi.org/10.1016/0022-328x(85)80063-2