Picture of DNA strand

Pioneering chemical biology & medicinal chemistry through Open Access research...

Strathprints makes available scholarly Open Access content by researchers in the Department of Pure & Applied Chemistry, based within the Faculty of Science.

Research here spans a wide range of topics from analytical chemistry to materials science, and from biological chemistry to theoretical chemistry. The specific work in chemical biology and medicinal chemistry, as an example, encompasses pioneering techniques in synthesis, bioinformatics, nucleic acid chemistry, amino acid chemistry, heterocyclic chemistry, biophysical chemistry and NMR spectroscopy.

Explore the Open Access research of the Department of Pure & Applied Chemistry. Or explore all of Strathclyde's Open Access research...

The synthesis of highly active iridium(I) complexes and their application in catalytic hydrogen isotope exchange

Brown, Jack A. and Cochrane, Alison Ruth and Irvine, Stephanie and Kerr, William J. and Mondal, Bhaskar and Parkinson, John A. and Paterson, Laura and Reid, Marc and Tuttle, Tell and Andersson, Shalini and Nilsson, Göran N. (2014) The synthesis of highly active iridium(I) complexes and their application in catalytic hydrogen isotope exchange. Advanced Synthesis and Catalysis, 356 (17). pp. 3551-3562. ISSN 1615-4150

[img]
Preview
PDF (Brown-etal-ASC2014-synthesis-of-highly-active-iridiumi-complexes)
Brown_etal_ASC2014_synthesis_of_highly_active_iridiumi_complexes.pdf
Accepted Author Manuscript

Download (1MB) | Preview

Abstract

A series of robust iridium(I) complexes bearing a sterically encumbered N-heterocyclic carbene ligand, alongside a phosphine ligand, has been synthesised and investigated in hydrogen isotope exchange processes. These complexes have allowed isotope incorporation over a range of substrates with the use of practically convenient deuterium and tritium gas. Moreover, these active catalysts are capable of isotope incorporation to particularly high levels, whilst employing low catalyst loadings and in short reaction times. In addition to this, these new catalyst species have shown flexible levels of chemoselectivity, which can be altered by simple manipulation of preparative approaches. Furthermore, a number of industrially-relevant drug molecules have also been labelled, including the sulfonamide containing drug, Celecoxib. Alongside detailed NMR experiments, initial mechanistic investigations have also been performed, providing insight into both substrate binding energies, and, more importantly, relative energies of key steps in the mechanistic cycle as part of the overall exchange process.