Issue 54, 2016

Solvent responsive catalyst improves NMR sensitivity via efficient magnetisation transfer

Abstract

A bidentate iridium carbene complex, Ir(κC,O-L1)(COD), has been synthesised which contains a strongly electron donating carbene ligand that is functionalised by a cis-spanning phenolate group. This complex acts as a precursor to effective magnetisation transfer catalysts which form after reaction with H2 and a suitable two electron donor. In solvents such as benzene, containing pyridine, they are exemplified by neutral, chiral Ir(H)2(κC,O-L1)(py)2 with inequivalent hydride ligands and Ir–O bond retention, whilst in methanol, Ir–O bond cleavage leads to zwitterionic [Ir(H)2(κC,O-L1)(py)3]+, with chemically equivalent hydride ligands. The active catalyst's form is therefore solvent dependent. Both these complexes break the magnetic symmetry of the hydride ligands and are active in the catalytic transfer of polarisation from parahydrogen to a loosely bound ligand. Test results on pyridine, nicotinaldehyde and nicotine reveal up to ≈1.2% single spin proton polarisation levels in their 1H NMR signals which compare to the normal 0.003% level at 9.4 Tesla. These results exemplify how rational catalyst design yields a solvent dependent catalyst with good SABRE activity.

Graphical abstract: Solvent responsive catalyst improves NMR sensitivity via efficient magnetisation transfer

Supplementary files

Article information

Article type
Communication
Submitted
15 Apr 2016
Accepted
02 Jun 2016
First published
02 Jun 2016
This article is Open Access
Creative Commons BY license

Chem. Commun., 2016,52, 8467-8470

Author version available

Solvent responsive catalyst improves NMR sensitivity via efficient magnetisation transfer

A. J. Ruddlesden and S. B. Duckett, Chem. Commun., 2016, 52, 8467 DOI: 10.1039/C6CC03185D

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