Synthesis and characterisation of unusual tetraaminoalkenes (enetetramines)

Abstract
Two general routes are described for the synthesis of the title compounds from the reaction of either (A) the dimethyl acetal of N,N-dimethylformamide and an appropriate N,N′-bis(secondary amine), or (B) sodium hydride and a 4,5-dihydroimidazolium or tetrahydropyrimidinium salt. The following new compounds have been made: trans-R[graphic omitted][graphic omitted]R [R = Et and R′= Me (1a) or CH2Ph (1b)] and R[graphic omitted][graphic omitted]R [n=m= 2 and R= Me (2a) or CH2Ph (2b); n= 3, m= 2, and R= CH2Ph (3); or n= 2, m= 3, and R= CH2Ph (4)]. X-Ray data on crystalline [graphic omitted]R]2(R = CH2Ph) and (2b)[data in parentheses] show a short CC bond, 1.319(8)Å[1.329(5)Å], long Csp2–N bonds, av. 1.437(11)Å[1.424(4)Å], with each of the four nitrogen atoms in a pyramidal sp3 environment.

This publication has 0 references indexed in Scilit: