N-Alkylation of Aqueous Ammonia with Benzyl Alcohol (4a) Catalyzed by Cp*Ir Complexes under Various Conditions

August 15, 2024

• Title:       

  N-Alkylation of Aqueous Ammonia with Benzyl Alcohol (CAS 100-51-6) (4a) Catalyzed by Cp*Ir Complexes under Various Conditions

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  Multialkylation of aqueous ammonia with alcohols catalyzed by water-soluble CpIr-ammine complexes

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  Table 1

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  The results are shown in Table 1. The reaction of aqueous ammonia with 4a never occurs in the absence of catalyst (entry 1). When the reaction of aqueous ammonia with 3 equiv of 4a was carried out at 140 °C for 20 h in the presence of [Cp*IrCl₂]₂ (1.0 mol % Ir), tribenzylamine (CAS 620-40-6) (5a) and dibenzylamine (CAS 103-49-1) (6a) were obtained in low yields of 29% and 21%, respectively (entry 2).