Kim Meyer, A. Dalebrook, L. James Wright
Nov 6, 2012
Citations
0
Influential Citations
17
Citations
Journal
Dalton transactions
Abstract
Treatment of N(2),N(6)-bis(6-acrylamidopyridin-2-yl)pyridine-2,6-dicarboxamide with benzimidazole gives the acyclic aza-Michael addition product N(2),N(6)-bis(6-(3-(1H-benzo[d]imidazol-1-yl)propanamido)pyridin-2-yl)pyridine-2,6-dicarboxamide (2). The macrocycle N(1),N(7)-pyridine-2,6-dimethyl-N(2),N(6)-bis(6-(3-(1H-benzo[d]imidazol-1-yl)propanamido)pyridin-2-yl)pyridine-2,6-dicarboxamide dibromide ([H(2)L(2)]Br(2)) is formed through the double alkylation of 2 with 2,6-bis(bromomethyl)pyridine. The imidazole analogues of 2 and [H(2)L(2)]Br(2) (1 and [H(2)L(1)]Br(2), respectively) have also been prepared. Mercuration of the two benzimidazolium groups in [H(2)L(2)]Br(2) with mercury(II) acetate in the presence of [N(CH(3))(4)](2)[HgBr(4)] proceeds to give [HgL(2)][HgBr(4)] in good yield. The ability of [HgL(2)][HgBr(4)] to readily partake in transmetallation reactions is demonstrated by the reaction that occurs with PdCl(2)(COD) to form [PdClL(2)][PF(6)]. The structures of 2, [HgL(2)][HgBr(4)] and [PdClL(2)][PF(6)] have been determined.