Lanthanoidkomplexe von 1-(2-propenyl)- und 1-(3-butenyl)-1,4,7,10- tetraazacyclododecan-4,7,10-triessigsäure

Abstract

η3-1,4,7,10-tetraazacyclododecane molybdenum tricarbonyl reacts with allyl bromide and 3-butenyl bromide in dimethylformamide in the presence of K2CO3 yielding 1-(2-propenyl)-1,4,7,10- tetraazacyclododecane (1a) and 1-(3-butenyl)-1,4,7,10-tetraazacyclododecane (1b), which on their part react with bromoacetic acid tert-butyl ester in CH3CN to give 1-(2-propenyl)-1,4,7,10-tetraazacyclododecane-4,7,10- tris-acetic acid tert-butyl ester (2a) and 1-(3-butenyl)-1,4,7,10- tetraazacyclododecane-4,7,10-tris-acetic acid tert-butyl ester (2b), respectively. Compounds 2a and 2b are converted into the corresponding acids 1-(2-propenyl)-1,4,7,10-tetraazacyclododecane-4,7,10-tris-acetic acid (4a) (MPC) and 1-(3-butenyl)-1,4,7,10-tetraazacyclododecane-4,7,10-tris-acetic acid (4b) (MBC) via the trifluoroacetates 3a and 3b. Sm(NO3)3(H 2O)6, LuCl3(THF)3, and TmCl 3(H2O)6 react with 4a and 4b forming the lanthanide complexes Sm(MPC) (5), Lu(MPC) (6), Tm(MPC) (7a) and Tm(MBC) (7b). The IR as well as the 1H and 13C NMR spectra of the new compounds are reported and discussed. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.