Intramolecular base–backbone association in 8-bromo-2′,3′-O-isopropylidene-adenosine. Detection of an O(5′)–H ⋯ N(3) hydrogen bond via a long range H(5″)–N(3) spin–spin coupling
- 1 January 1986
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 4,p. 362-364
- https://doi.org/10.1039/c39860000362
Abstract
A completely rigid conformation is found for the syn-nucleoside 8-bromo-2′,3′-O-isopropylidene-adenosine in apolar solvents, which is due to an effective O(5′)–H N(3) hydrogen bond, as is demonstrated by a substantial N(3) quadrupolar broadening of the H(5″) resonances in the 1H n.m.r. spectra.Keywords
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