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Using Signal Amplification by Reversible Exchange (SABRE) to Hyperpolarise

Alexandra M Olaru, Alister Burt, Peter J Rayner, Sam J Hart, Adrian C Whitwood, Gary G R Green, Simon B Duckett

Chem Commun (Camb). 2016 Dec 13;52(100):14482-14485.

PMID: 27904890

Abstract:

The hyperpolarisation of the 119Sn and 29Si nuclei in 5-(tributylstannyl)pyrimidine (ASn) and 5-(trimethylsilyl)pyrimidine (BSi) is achieved through their reaction with [IrCl(COD)(IMes)] (1a) or [IrCl(COD)(SIMes)] (1b) and parahydrogen via the SABRE process. 1a exhibits superior activity in both cases. The two inequivalent pyrimidine proton environments of ASn readily yielded signal enhancements totalling ∼2300-fold in its 1H NMR spectrum at a field strength of 9.4 T, with the corresponding 119Sn signal being 700 times stronger than normal. In contrast, BSi produced analogous 1H signal gains of ∼2400-fold and a 29Si signal that could be detected with a signal to noise ratio of 200 in a single scan. These sensitivity improvements allow NMR detection within seconds using micromole amounts of substrate and illustrate the analytical potential of this approach for high-sensitivity screening. Furthermore, after extended reaction times, a series of novel iridium trimers of general form [Ir(H)2Cl(NHC)(μ-pyrimidine-κN:κN')]3 precipitate from these solutions whose identity was confirmed crystallographically for BSi.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP144173853 5-(Tributylstannyl)pyrimidine 5-(Tributylstannyl)pyrimidine 144173-85-3 Price
AP153435633 2-(Tributylstannyl)pyrimidine 2-(Tributylstannyl)pyrimidine 153435-63-3 Price
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