Atom efficient cyclotrimerization of dimethylcyanamide catalyzed by aluminium amide: a combined experimental and theoretical investigation.
A novel method for the cyclotrimerization of dimethylcyanamide to form hexamethylmelamine has been developed using an aluminium amide catalyst; detailed DFT modelling of the catalytic cycle supports a triple insertion, nucleophilic ring closure, deinsertion mechanism.
Dornan
Peter
P
Centre for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, Ottawa, Ontario, CanadaK1N 6N5.
Rowley
Christopher N
CN
Priem
Jessica
J
Barry
Seán T
ST
Burchell
Tara J
TJ
Woo
Tom K
TK
Richeson
Darrin S
DS
D006585:Altretamine / Q000737:chemistry; D000535:Aluminum / Q000737:chemistry*; D002384:Catalysis; D018360:Crystallography, X-Ray; D003484:Cyanamide / Q000138:chemical synthesis* / Q000737:chemistry; D003500:Cyclization; D008968:Molecular Conformation; D013816:Thermodynamics
C011787:dimethylcyanamide; D003484:Cyanamide; D000535:Aluminum; D006585:Altretamine