4.7 Article

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

Journal

DALTON TRANSACTIONS
Volume 51, Issue 17, Pages 6839-6845

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2dt00848c

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Funding

  1. German Research Council (DFG)
  2. 'Graduate School Molecular Science (GSMS)', as part of the Excellence Initiative 'Bayern Exzellent', an initiative of the Bavarian State Ministry of Science, Research and Art

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This study describes a ligand based on bis(4-carboxylpyrazol-1-yl)acetic acid and its corresponding carbonyl metal complexes. The solubility of the ligand in solution differs for carboxyl groups, and the peripheral carboxyl groups are not involved in metal coordination.
Bis(4-carboxylpyrazol-1-yl)acetic acid (H(3)bcpza) (2), obtained in a one-pot synthesis, contains carboxyl groups that differ in their pK(a) values. The ligand exhibits heteroscorpionate kappa(3)-N,N,O-coordination whereupon the peripheral carboxyl groups are not involved in metal binding. The corresponding carbonyl complexes [Mn(H(2)bcpza)(CO)(3)] (4), [Re(H(2)bcpza)(CO)(3)] (5) and [Ru(H(2)bcpza)Cl(CO)(2)] (6a/6b) are partially soluble in water but readily soluble in PBS buffer.

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