Search results for "Phenyllithium"

showing 2 items of 2 documents

Effect of π-Electron Delocalization on Tautomeric Equilibria – Benzoannulated 2-Phenacylpyridines

2006

Most benzoannulated 2-methylpyridines react with phenyllithium and substituted alkyl benzoates to give the corresponding 2-phenacylpyridines. 3-Methylisoquinoline is transformed into 2-benzoyl-3-methyl-1-phenyl-1,2-dihydroisoquinoline under these conditions, but replacement of phenyllithium with lithium isopropylcyclohexylamide is effective for production of 3-phenacylisoquinolines. Except in the cases of some substituted 6-phenacylphenanthridines, tautomeric mixtures of benzoannulated 2-phenacylpyridines in chloroform solution always contain the ketimine forms.(Z)-2-(2-Hydroxy-2-phenylvinyl)pyridine (enolimine) forms also contribute if the pyridine ring is not benzoannulated or if such ann…

AnnulationStereochemistryHydrogen bondOrganic ChemistryAromaticityRing (chemistry)TautomerMedicinal chemistrychemistry.chemical_compoundchemistryIntramolecular forcePyridinePhysical and Theoretical ChemistryPhenyllithiumEuropean Journal of Organic Chemistry
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Cyclische chirale triarylborane mit einer B←N-Bindung

1985

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.

Bicyclic moleculeOrganic Chemistrychemistry.chemical_elementNuclear magnetic resonance spectroscopyBiochemistryMedicinal chemistryOxygenInorganic Chemistrychemistry.chemical_compoundchemistryReagentMaterials ChemistryOrganic chemistryPhysical and Theoretical ChemistryIndeneBoronPhenyllithiumJournal of Organometallic Chemistry
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