N-Heterocyclic carbene complexes of palladium(II) and rhodium(I) with pendant ferrocenylmethyl groups: Synthesis and electrochemistry

Demirhan F.; Yıldırım Ö.; Çetinkaya B.

N-Heterocyclic carbene complexes of palladium(II) and rhodium(I) with pendant ferrocenylmethyl groups: Synthesis and electrochemistry

Date

2003

Authors

Demirhan F.

Yıldırım Ö.

Çetinkaya B.

Publisher

Springer Netherlands

Abstract

1-Ferrocenylmethyl-3-benzylimidazolidinium iodide and 1-ferrocenylmethyl-3-(2,4,6-trimethylbenzyl)imidazolidinium iodide were prepared in good yields by boiling, under reflux, a solution of (ferrocenylmethyl)-trimethylammonium iodide and the appropriate N-alkyl-2-imidazoline in MeCN. From the 1-ferrocenylmethyl-3-ben- zylimidazolidinium iodide salt, N-heterocylic carbene complexes of Pd II and Rh I were synthesized by in situ deprotonation and subsequent trapping. The new compounds were characterized by C, H, N analyses, 1 H-n.m.r., 13 C-n.m.r. and by cyclic voltammetry. The n.m.r. properties of the complexes are compared with those of nonferrocenylated carbene derivatives. The c.v.'s of these compounds show a number of resolved redox processes, indicating that CH 2 Fc substituents are electronically isolated from the remaining molecular framework.