Cannizzaro-Type Disproportionation of Aromatic Aldehydes to Amides and Alcohols by Using Either a Stoichiometric Amount or a Catalytic Amount of Lanthanide Compounds

Citations Over TimeTop 10% of 2006 papers

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.

Related Papers

• → The role of lithium amides as reducing agents in a novel pathway to 3,6-diarylpyridazines by ring transformations of 3,6-diaryl-s-tetrazines(1983)16 cited
• → Formation of the lithium alkylaluminium secondary amide [Me2Al{(PhCH2)2N}2Li·THF] by a methane elimination/amide insertion process(1998)6 cited
• → Synthesis and Structure of a Monomeric Chiral Lithium Dialkylaluminium Amide Derived from Schöllkopf’s Bis‐lactim Ether and α‐(Methylbenzyl)benzylamine(2003)3 cited
• Study on disproportionation reaction of Fe_(1-x)O by DSC(2012)
• → Isomerization-disproportionation of m-xylene over dealuminated mordenites(1984)2 cited