Open AccessSolid state catalytic hydrogen exchange for deuterium in cycloprolylglycine
Author(s) -
A. K. Dadayan,
Yu. А. Borisov,
Eduard V. Bocharov,
Yu. A. Zolotarev,
I. Yu. Nagaev,
N. F. Myasoedov
Publication year - 2019
Publication title -
doklady akademii nauk. rossijskaâ akademiâ nauk
Language(s) - English
Resource type - Journals
ISSN - 0869-5652
DOI - 10.31857/s0869-56524843307-311
Subject(s) - stereoselectivity , deuterium , chemistry , catalysis , hydrogen , hydrogen–deuterium exchange , regioselectivity , density functional theory , hydrogen spillover , mass spectrometry , photochemistry , computational chemistry , organic chemistry , physics , atomic physics , chromatography
The reaction of spillover hydrogen (SH) with cyclopropylglycine (cPG) in high-temperature solid-state catalytic hydrogen isotope exchange (HTCIE) has been studied experimentally and using density functional theory (DFT). NMR spectroscopy and mass spectrometry have shown a high regioselectivity and stereoselectivity for the reaction of spillover hydrogen with cPG fragments. The Gly fragment has been shown to be the most reactive in HTCIE, for which high stereoselectivity of substitution of hydrogen by deuterium has been demonstrated.