Catalytic construction and reconstruction of guanidines: Ti-mediated guanylation of amines and transamination of guanidines.
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.
Ong
Tiow-Gan
TG
Department of Chemistry, Center for Catalysis Research and Innovation, University of Ottawa, Ottawa, Ontario, Canada K1N 6N5.
Yap
Glenn P A
GP
Richeson
Darrin S
DS
D000588:Amines / Q000737:chemistry*; D002384:Catalysis; D006146:Guanidines / Q000138:chemical synthesis / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D014025:Titanium / Q000737:chemistry
D000588:Amines; D006146:Guanidines; D009942:Organometallic Compounds; D014025:Titanium