Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane | Sciact - CRIS-system of Boreskov Institute of Catalysis

Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane Full article

Journal

ChemPhysChem
ISSN: 1439-4235 , E-ISSN: 1439-7641

Output data

Year: 2018, Volume: 19, Number: 20, Pages: 2621-2626 Pages count : 6 DOI: 10.1002/cphc.201800690

Tags

contrast agent; cyclopropane; hydrogenation; hyperpolarization; parahydrogen-induced polarization

Authors

Salnikov Oleg G. ^1,2 , Kovtunov Kirill V. ^1,2 , Nikolaou Panayiotis ³ , Kovtunova Larisa M. ^2,4 , Bukhtiyarov Valerii I. ^2,4 , Koptyug Igor V. ^1,2 , Chekmenev Eduard Y. ^3,5,6

Affiliations

1	International Tomography Center, SB RAS, Novosibirsk, Russia
2	Novosibirsk State University, Novosibirsk, Russia
3	Vanderbilt-Ingram Cancer Center (VICC), Vanderbilt University Medical Center, Nashville, TN, United States
4	Boreskov Institute of Catalysis, SB RAS, Novosibirsk, Russia
5	Russian Academy of Sciences, Moscow, Russia
6	Department of Chemistry, Integrative Biosciences (Ibio), Wayne State University, Karmanos Cancer Institute (KCI), Detroit, MI, United States

Funding (11)

1	Russian Science Foundation	17-73-20030
2	Federal Agency for Scientific Organizations	0333-2018-0006 (II.1.13.1.)
3	Federal Agency for Scientific Organizations	0333-2017-0002
4	National Science Foundation	CHE-1416268
5	National Science Foundation	CHE-1416432
6	National Institutes of Health	1R21EB020323
7	National Institutes of Health	1R21CA220137
8	United States Department of Defense	W81XWH-15-1-0271
9	United States Department of Defense	W81XWH-15-1-0272
10	Russian Foundation for Basic Research	17-54-33037
11	Federal Agency for Scientific Organizations	0303-2016-0004

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.

Salnikov O.G. , Kovtunov K.V. , Nikolaou P. , Kovtunova L.M. , Bukhtiyarov V.I. , Koptyug I.V. , Chekmenev E.Y.
Heterogeneous Parahydrogen Pairwise Addition to Cyclopropane

ChemPhysChem. 2018. V.19. N20. P.2621-2626. DOI: 10.1002/cphc.201800690 WOS Scopus РИНЦ AN PMID OpenAlex OpenAlex

Full text from publisher

Submitted:	Jul 18, 2018
Accepted:	Jul 23, 2018
Published online:	Aug 7, 2018
Published print:	Oct 19, 2018

Web of science:	WOS:000448062900003
Scopus:	2-s2.0-85052951382
Elibrary:	41781531
Chemical Abstracts:	2018:1461742
PMID:	30039565
OpenAlex:	W2884826061 \| W2897888484

DB	Citing
Web of science	17
Scopus	19
Elibrary	20
OpenAlex	19