1005788-51-1Relevant articles and documents
Multialkylation of aqueous ammonia with alcohols catalyzed by water-soluble Cp*Ir-ammine complexes
Kawahara, Ryoko,Fujita, Ken-Ichi,Yamaguchi, Ryohei
supporting information; experimental part, p. 15108 - 15111 (2010/12/24)
Novel water-soluble Cp*Ir-ammine complexes have been synthesized, and a new and highly atom-economical system for the synthesis of organic amines using aqueous ammonia as a nitrogen source has been developed. With a water-soluble and air-stable Cp*Ir-ammine catalyst, [Cp*Ir(NH 3)3][I]2, a variety of tertiary and secondary amines were synthesized by the multialkylation of aqueous ammonia with theoretical equivalents of primary and secondary alcohols. The catalyst could be recycled by a facile procedure maintaining high activity. A one-flask synthesis of quinolizidine starting with 1,5,9-nonanetriol was also demonstrated. This new catalytic system would provide a practical and environmentally benign methodology for the synthesis of various organic amines.
Selective synthesis of secondary and tertiary amines by Cp*iridium-catalyzed multialkylation of ammonium salts with alcohols
Yamaguchi, Ryohei,Kawagoe, Shoko,Asai, Chiho,Fujita, Ken-Ichi
, p. 181 - 184 (2008/09/18)
(Chemical Equation Presented) The efficient selective synthesis of secondary and tertiary amines has been achieved by means of Cp*Ir- catalyzed multialkylation of ammonium salts with alcohols without solvent: the reactions of ammonium acetate with alcohols gave tertiary amines exclusively, while those of ammonium tetrafluoroborate afforded secondary amines selectively. Using this method, secondary 5- and 6-membered cyclic amines were synthesized from ammonium tetrafluoroborate and diols in one pot.