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N ‐Alkylation of Amines with Alcohols Catalyzed by a Water‐Soluble Cp*Iridium Complex: An Efficient Method for the Synthesis of Amines in Aqueous Media
Author(s) -
Kawahara Ryoko,
Fujita Kenichi,
Yamaguchi Ryohei
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000962
Subject(s) - chemistry , alkylation , iridium , catalysis , benzylamine , primary (astronomy) , organic chemistry , aqueous solution , base (topology) , water soluble , amine gas treating , aqueous medium , combinatorial chemistry , mathematical analysis , physics , mathematics , astronomy
An efficient and environmentally benign catalytic system for the synthesis of various organic amines catalyzed by the water‐soluble and air‐stable (pentamethylcyclopentadienyl)‐iridium‐ammine iod‐ ide complex, [Cp*Ir(NH 3 ) 3 ][I] 2 (Cp*=pentamethylcyclopentadienyl), has been developed. A wide variety of secondary and tertiary amines were synthesized by the N ‐alkylation reactions of theoretical equivalents of amines with alcohols in water under air without a base. The synthesis of cyclic amines was also achieved by the N ‐alkylation of benzylamine with diols. Furthermore, the recycle use of the present water‐soluble Cp*Ir catalyst was accomplished.