Journal
MAGNETIC RESONANCE IN CHEMISTRY
Volume 59, Issue 12, Pages 1187-1198Publisher
WILEY
DOI: 10.1002/mrc.5152
Keywords
hyperpolarisation; NMR; parahydrogen; SABRE
Funding
- University of York
- EPSRC [EP/R51181X/1]
- Wellcome Trust [092506, 098335]
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The utility of the pyridazine motif in pharmaceutical and agrochemical applications is increasing, with signal amplification by reversible exchange (SABRE) offering a route to improve magnetic resonance sensitivity. The study found that sensitivity is significantly improved when steric bulk is added to the 3- and 6-positions of the pyridazine ring.
Utility of the pyridazine motif is growing in popularity as pharmaceutical and agrochemical agents. The detection and structural characterisation of such materials is therefore imperative for the successful development of new products. Signal amplification by reversible exchange (SABRE) offers a route to dramatically improve the sensitivity of magnetic resonance methods, and we apply it here to the rapid and cost-effective hyperpolarisation of substituted pyridazines. The 33 substrates investigated cover a range of steric and electronic properties and their capacity to perform highly effective SABRE is assessed. We find the method to be tolerant to a broad range of electron donating and withdrawing groups; however, good sensitivity is evident when steric bulk is added to the 3- and 6-positions of the pyridazine ring. We optimise the method by reference to a disubstituted ester that yields signal gains of >9000-fold at 9.4 T (>28% spin polarisation).
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