title: Cannizzaro-type disproportionation of aromatic aldehydes to amides and alcohols by using either a stoichiometric amount or a catalytic amount of lanthanide compounds.
abstract: Aromatic aldehydes can be directly converted to the corresponding amides and alcohols in good to excellent yields by the treatment of aromatic aldehydes with lithium amide LiN(SiMe3)2 in the presence of catalytic lanthanide chlorides LnCl3 or by the treatment of aromatic aldehydes with a stoichiometric amount of lanthanide amides [(Me3Si)2N]3Ln(mu-Cl)Li(THF)3 at ambient temperature. The effects of solvents, substitutents on the phenyl ring, and lanthanide metals on the reaction have been examined. The mechanism of the disproportionation reaction was proposed based on the experimental results.
authors.affiliation: Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.
authors.forename: Lijun
authors.initials: L
authors.lastname: Zhang
authors.forename: Shaowu
authors.initials: S
authors.lastname: Wang
authors.forename: Shuangliu
authors.initials: S
authors.lastname: Zhou
authors.forename: Gaosheng
authors.initials: G
authors.lastname: Yang
authors.forename: Enhong
authors.initials: E
authors.lastname: Sheng
mesh_terms: D000438:Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D028581:Lanthanoid Series Elements / Q000737:chemistry*; D008670:Metals / Q000737:chemistry; D015394:Molecular Structure
chemical_list: D000438:Alcohols; D000447:Aldehydes; D000577:Amides; D028581:Lanthanoid Series Elements; D008670:Metals