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Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane. / Salnikov, Oleg G.; Kovtunov, Kirill V.; Nikolaou, Panayiotis et al.

In: ChemPhysChem, Vol. 19, No. 20, 19.10.2018, p. 2621-2626.

Research output: Contribution to journal › Article › peer-review

Harvard

Salnikov, OG, Kovtunov, KV, Nikolaou, P, Kovtunova, LM, Bukhtiyarov, VI, Koptyug, IV & Chekmenev, EY 2018, 'Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane', ChemPhysChem, vol. 19, no. 20, pp. 2621-2626. https://doi.org/10.1002/cphc.201800690

APA

Salnikov, O. G., Kovtunov, K. V., Nikolaou, P., Kovtunova, L. M., Bukhtiyarov, V. I., Koptyug, I. V., & Chekmenev, E. Y. (2018). Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane. ChemPhysChem, 19(20), 2621-2626. https://doi.org/10.1002/cphc.201800690

Vancouver

Salnikov OG, Kovtunov KV, Nikolaou P, Kovtunova LM, Bukhtiyarov VI, Koptyug IV et al. Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane. ChemPhysChem. 2018 Oct 19;19(20):2621-2626. doi: 10.1002/cphc.201800690

Author

Salnikov, Oleg G. ; Kovtunov, Kirill V. ; Nikolaou, Panayiotis et al. / Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane. In: ChemPhysChem. 2018 ; Vol. 19, No. 20. pp. 2621-2626.

BibTeX

@article{7e6cd9e94ef441889306d1c18f1903d1,
title = "Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane",
abstract = "Hyperpolarized gases revolutionize functional pulmonary imaging. Hyperpolarized propane is a promising emerging contrast agent for pulmonary MRI. Unlike hyperpolarized noble gases, proton-hyperpolarized propane gas can be imaged using conventional MRI scanners with proton imaging capability. Moreover, it is non-toxic odorless anesthetic. Furthermore, propane hyperpolarization can be accomplished by pairwise addition of parahydrogen to propylene. Here, we demonstrate the feasibility of propane hyperpolarization via hydrogenation of cyclopropane with parahydrogen. 1H propane polarization up to 2.4 % is demonstrated here using 82 % parahydrogen enrichment and heterogeneous Rh/TiO2 hydrogenation catalyst. This level of polarization is several times greater than that obtained with propylene as a precursor under the same conditions despite the fact that direct pairwise addition of parahydrogen to cyclopropane may also lead to formation of propane with NMR-invisible hyperpolarization due to magnetic equivalence of nascent parahydrogen protons in two CH3 groups. NMR-visible hyperpolarized propane demonstrated here can be formed only via a reaction pathway involving cleavage of at least one C–H bond in the reactant molecule. The resulting NMR signal enhancement of hyperpolarized propane was sufficient for 2D gradient echo MRI of ∼5.5 mL phantom with 1×1 mm2 spatial resolution and 64×64 imaging matrix despite relatively low chemical conversion of cyclopropane substrate.",
keywords = "contrast agent, cyclopropane, hydrogenation, hyperpolarization, parahydrogen-induced polarization, Protons, Magnetic Resonance Spectroscopy, Magnetic Resonance Imaging/methods, Hydrogen/chemistry, Hydrogenation, Feasibility Studies, Catalysis, Cyclopropanes/chemistry, LUNG, MRI, SOURCE XE-129 HYPERPOLARIZER, HYDROGEN-INDUCED POLARIZATION, PROPANE GAS, OBSTRUCTIVE PULMONARY-DISEASE, NMR SIGNAL ENHANCEMENT, MAGNETIC-RESONANCE, LIVED SPIN STATES, NUCLEAR-POLARIZATION",
author = "Salnikov, {Oleg G.} and Kovtunov, {Kirill V.} and Panayiotis Nikolaou and Kovtunova, {Larisa M.} and Bukhtiyarov, {Valerii I.} and Koptyug, {Igor V.} and Chekmenev, {Eduard Y.}",
note = "{\textcopyright} 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.",
year = "2018",
month = oct,
day = "19",
doi = "10.1002/cphc.201800690",
language = "English",
volume = "19",
pages = "2621--2626",
journal = "ChemPhysChem",
issn = "1439-4235",
publisher = "Wiley-Blackwell",
number = "20",

}

RIS

TY - JOUR

T1 - Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane

AU - Salnikov, Oleg G.

AU - Kovtunov, Kirill V.

AU - Nikolaou, Panayiotis

AU - Kovtunova, Larisa M.

AU - Bukhtiyarov, Valerii I.

AU - Koptyug, Igor V.

AU - Chekmenev, Eduard Y.

N1 - © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

PY - 2018/10/19

Y1 - 2018/10/19

N2 - Hyperpolarized gases revolutionize functional pulmonary imaging. Hyperpolarized propane is a promising emerging contrast agent for pulmonary MRI. Unlike hyperpolarized noble gases, proton-hyperpolarized propane gas can be imaged using conventional MRI scanners with proton imaging capability. Moreover, it is non-toxic odorless anesthetic. Furthermore, propane hyperpolarization can be accomplished by pairwise addition of parahydrogen to propylene. Here, we demonstrate the feasibility of propane hyperpolarization via hydrogenation of cyclopropane with parahydrogen. 1H propane polarization up to 2.4 % is demonstrated here using 82 % parahydrogen enrichment and heterogeneous Rh/TiO2 hydrogenation catalyst. This level of polarization is several times greater than that obtained with propylene as a precursor under the same conditions despite the fact that direct pairwise addition of parahydrogen to cyclopropane may also lead to formation of propane with NMR-invisible hyperpolarization due to magnetic equivalence of nascent parahydrogen protons in two CH3 groups. NMR-visible hyperpolarized propane demonstrated here can be formed only via a reaction pathway involving cleavage of at least one C–H bond in the reactant molecule. The resulting NMR signal enhancement of hyperpolarized propane was sufficient for 2D gradient echo MRI of ∼5.5 mL phantom with 1×1 mm2 spatial resolution and 64×64 imaging matrix despite relatively low chemical conversion of cyclopropane substrate.

AB - Hyperpolarized gases revolutionize functional pulmonary imaging. Hyperpolarized propane is a promising emerging contrast agent for pulmonary MRI. Unlike hyperpolarized noble gases, proton-hyperpolarized propane gas can be imaged using conventional MRI scanners with proton imaging capability. Moreover, it is non-toxic odorless anesthetic. Furthermore, propane hyperpolarization can be accomplished by pairwise addition of parahydrogen to propylene. Here, we demonstrate the feasibility of propane hyperpolarization via hydrogenation of cyclopropane with parahydrogen. 1H propane polarization up to 2.4 % is demonstrated here using 82 % parahydrogen enrichment and heterogeneous Rh/TiO2 hydrogenation catalyst. This level of polarization is several times greater than that obtained with propylene as a precursor under the same conditions despite the fact that direct pairwise addition of parahydrogen to cyclopropane may also lead to formation of propane with NMR-invisible hyperpolarization due to magnetic equivalence of nascent parahydrogen protons in two CH3 groups. NMR-visible hyperpolarized propane demonstrated here can be formed only via a reaction pathway involving cleavage of at least one C–H bond in the reactant molecule. The resulting NMR signal enhancement of hyperpolarized propane was sufficient for 2D gradient echo MRI of ∼5.5 mL phantom with 1×1 mm2 spatial resolution and 64×64 imaging matrix despite relatively low chemical conversion of cyclopropane substrate.

KW - contrast agent

KW - cyclopropane

KW - hydrogenation

KW - hyperpolarization

KW - parahydrogen-induced polarization

KW - Protons

KW - Magnetic Resonance Spectroscopy

KW - Magnetic Resonance Imaging/methods

KW - Hydrogen/chemistry

KW - Hydrogenation

KW - Feasibility Studies

KW - Catalysis

KW - Cyclopropanes/chemistry

KW - LUNG

KW - MRI

KW - SOURCE XE-129 HYPERPOLARIZER

KW - HYDROGEN-INDUCED POLARIZATION

KW - PROPANE GAS

KW - OBSTRUCTIVE PULMONARY-DISEASE

KW - NMR SIGNAL ENHANCEMENT

KW - MAGNETIC-RESONANCE

KW - LIVED SPIN STATES

KW - NUCLEAR-POLARIZATION

UR - http://www.scopus.com/inward/record.url?scp=85052951382&partnerID=8YFLogxK

U2 - 10.1002/cphc.201800690

DO - 10.1002/cphc.201800690

M3 - Article

C2 - 30039565

AN - SCOPUS:85052951382

VL - 19

SP - 2621

EP - 2626

JO - ChemPhysChem

JF - ChemPhysChem

SN - 1439-4235

IS - 20

ER -

ID: 16481593