University of Oulu
Oulu University Library
OuluCRIS
Laturi
Muuntaja

Similar Items

Cover Image

D. O. Zakharov, K. Chernichenko, K. Sorochkina, S. Yang, V.-V. Telkki, T. Repo, V. V. Zhivonitko, Chem. Eur. J. 2022, 28, e202103501, https://doi.org/10.1002/chem.202103501

Parahydrogen-induced polarization in hydrogenation reactions mediated by a metal-free catalyst

Saved in:
Author: Zakharov, Danila O.1; Chernichenko, Konstantin2; Sorochkina, Kristina1,2;
Organizations: 1NMR Research Unit, University of Oulu, P.O. Box 3000, 90014 Oulu, Finland
2Department of Chemistry, University of Helsinki, A. I. Virtasen aukio 1, 00014 Helsinki, Finland
Format: article
Version: published version
Access: open
Online Access: PDF Full Text (PDF, 1.4 MB)
Persistent link: http://urn.fi/urn:nbn:fi-fe2022042530194
Language: English
Published: John Wiley & Sons, 2022
Publish Date: 2022-04-25
Description:

Abstract

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 H₂ 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-H₂ intermediates through substantial ¹H, ¹¹B and ¹⁵N signal enhancement and allowed advanced characterization of the catalytic process.

see all
Series: Chemistry. A European journal
ISSN: 0947-6539
ISSN-E: 1521-3765
ISSN-L: 0947-6539
Volume: 28
Article number: e202103501
DOI: 10.1002/chem.202103501
OADOI: https://oadoi.org/10.1002/chem.202103501
Type of Publication: A1 Journal article – refereed
Field of Science: 114 Physical sciences
116 Chemical sciences
Subjects:
Lewis acids
Lewis bases
NMR hyperpolarization
organocatalysis
parahydrogen
Article
Funding: This work was supported by the Academy of Finland (grant no. 323480), the University of Oulu (Kvantum Institute) and the European Research Council (ERC) under Horizon 2020 (H2020/2018-2022/ERC grant agreement no. 772110). K.S. and T.R. acknowledge the Academy of Finland for financial support (grant no. 276586).
EU Grant Number: (772110) UFLNMR - Ultrafast Laplace NMR
Academy of Finland Grant Number: 323480
Detailed Information: 323480 (Academy of Finland Funding decision)
Copyright information: © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
  https://creativecommons.org/licenses/by/4.0/