4,6-Bis- and 2,4,6-tris-(N,N-dialkylamino)-s-triazines: synthesis, NMR spectra and restricted rotations

Syntheses of various symmetrically and non-symmetrically trisubstituted triazines are reported. Dynamic NMR (1H and 13C) experiments demonstrate that 2,4,6-tris(dialkylamino)-s-triazines show correlated rotations of the alkyl groups in the dialkylamino moieties. Unsymmetrical 2-chloro-, 2-alkoxy- and 2-aryloxy-4,6-bis(di-n-alkylamino)-s-triazines display two non-equivalent n-alkyl groups, due to the restricted rotation around the Ar–N bonds.