Bis(4-carboxylpyrazol-1-yl)acetic acid: a scorpionate ligand for complexes with improved water solubility

Abstract

Bis(4-carboxylpyrazol-1-yl)acetic acid (H₃bcpza) (2), obtained in a one-pot synthesis, contains carboxyl groups that differ in their pK_a values. The ligand exhibits heteroscorpionate κ³-N,N,O-coordination whereupon the peripheral carboxyl groups are not involved in metal binding. The corresponding carbonyl complexes [Mn(H₂bcpza)(CO)₃] (4), [Re(H₂bcpza)(CO)₃] (5) and [Ru(H₂bcpza)Cl(CO)₂] (6a/6b) are partially soluble in water but readily soluble in PBS buffer.