Synthesis of pyridine-alkoxide ligands for formation of polynuclear complexes

Dimitar Y. Shopov, Liam S. Sharninghausen, Shashi Bhushan Sinha, Julia E. Borowski, Brandon Q. Mercado, Gary W Brudvig, Robert H. Crabtree

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Abstract

We have prepared and characterized a series of novel polydentate N,O-donor ligands derived from our well-studied ligand 2-(2-pyridinyl)-2-propanol (pyalkH), having the general formula Me{C(OH)(2-py)CH2}nH, where n = 2 or 3. Like pyalkH, these analogues bind via N and O with deprotonation at the latter, thus extending the strongly donor pyridine-alkoxide chelation power of pyalkH to polydentate forms. The greater denticity allows for more effective binding and polynuclear cluster formation with first-row transition metals. Several stable alkoxo-bridged polynuclear clusters of these ligands with Mn, Cu, Co and Ni have been prepared; all reported ligands and complexes have been characterized, including by X-ray crystallography. We report a one-step synthesis of these ligands, alongside pyalkH, on a multi-gram scale from inexpensive starting materials. We have also developed a new scalable procedure for the isolation of pyalkH that avoids the need for chromatography, making large-scale production of this ligand commercially viable.

Original languageEnglish
Pages (from-to)6709-6719
Number of pages11
JournalNew Journal of Chemistry
Volume41
Issue number14
DOIs
Publication statusPublished - Jan 1 2017

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Materials Chemistry

Cite this

Shopov, D. Y., Sharninghausen, L. S., Sinha, S. B., Borowski, J. E., Mercado, B. Q., Brudvig, G. W., & Crabtree, R. H. (2017). Synthesis of pyridine-alkoxide ligands for formation of polynuclear complexes. New Journal of Chemistry, 41(14), 6709-6719. https://doi.org/10.1039/c7nj01845b