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Catalytic construction and reconstruction of guanidines: Ti-mediated guanylation of amines and transamination of guanidines
Authors:Ong Tiow-Gan  Yap Glenn P A  Richeson Darrin S
Institution:Department of Chemistry, Center for Catalysis Research and Innovation, University of Ottawa, Ottawa, Ontario, Canada K1N 6N5.
Abstract:Bis(guanidinate) titanium imido complexes {(Me2N)C(NiPr)2}2TiNAr'] (Ar' = 2,6-Me2C6H3 (1a); C6F5 (1b)) are competent catalysts for the guanylation of a variety of arylamines with carbodiimide. The reversible 2 + 2] addition of iPrN=C=NiPr to 1b is demonstrated and is proposed to be part of the catalytic cycle. Compounds 1a and 1b are also effective precatalysts for the transamination of trialkylguanidines with arylamines to yield aryldialkylguanidines.
Keywords:
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