RESTRICTED ROTATIONS IN 4,6-BIS-(N,N-DIALKYLAMINO)-S-TRIAZINES AND 2,4,6-TRIS-(N,N-DIALKYLAMINO)-S-TRIAZINES

Barriers to rotation have been measured in some 4,6-bis- and 2,4,6-tri s-(N, N-dialkylamino)-s-triazines. X-Ray crystal structures are report ed for 2-chloro-4,6-bis(diisopropylamino)-s-triazine 1, 2,4,6-tris(dii sopropylamino)-s-triazine 6,2,4,6-tris(diisobutylamino)-s-triazine 8 a nd the tetrakis(dibutylamino) derivative 12. In the isopropyl compound s 1 and 6, the structures are precisely ordered with all the isopropyl groups in the same direction: the dynamic NMR behaviour is in good ag reement and barriers for rotation around the N-Ar and N-C-alpha bonds in 1 were assigned as 15.6 and 12.1 kcal mol(-1), respectively.