Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 28, Issue 8, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202103501
Keywords
NMR hyperpolarization; Lewis acids; Lewis bases; organocatalysis; parahydrogen
Categories
Funding
- Academy of Finland [276586, 323480]
- University of Oulu (Kvantum Institute)
- European Research Council (ERC) [772110]
- Academy of Finland (AKA) [276586, 323480, 276586, 323480] Funding Source: Academy of Finland (AKA)
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In this study, we report the nuclear spin hyperpolarization of various alkenes achieved through alkyne hydrogenations with a metal-free hydroborane catalyst. The specific spin dynamics in catalytic intermediates leads to the hyperpolarization of one hydrogen in the alkene, allowing for advanced characterization of the catalytic process.
We report nuclear spin hyperpolarization of various alkenes achieved in alkyne hydrogenations with parahydrogen over a metal-free hydroborane catalyst (HCAT). Being an intramolecular frustrated Lewis pair aminoborane, HCAT utilizes a non-pairwise mechanism of H-2 transfer to alkynes that normally prevents parahydrogen-induced polarization (PHIP) from being observed. Nevertheless, the specific spin dynamics in catalytic intermediates leads to the hyperpolarization of predominantly one hydrogen in alkene. PHIP enabled the detection of important HCAT-alkyne-H-2 intermediates through substantial H-1, B-11 and N-15 signal enhancement and allowed advanced characterization of the catalytic process.
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